586
Pathway
Mannose Metabolism
Escherichia coli can utilize D-mannose for its sole carbon and energy source. Alpha-D-mannose is introduced into the cytoplasm through a mannose PTS permease. A phosphotransferase system (PTS) takes up mannose producing D-mannose-6-phosphate which is then converted to D-fructose-6-phosphate via an isomerase. D-fructose-6-phosphate is an intermediate of glycolysis and can enter the pathways of metabolism. The first two enzymes in the pathway catalyze isomerizations that interconvert phosphorylated aldohexoses (β-D-glucose-6-phosphate, D-mannose-6-phosphate) and phosphorylated ketohexoses (D-fructose-6-phosphate). The reaction catalyzed by mannose-6-phosphate isomerase that produces D-mannose-6-phosphate is the first committed step in the biosynthesis of the activated mannose donor GDP-α-D-mannose. D-mannose-6-phosphate is then converted to GDP-D-mannose by the interaction of phosphomannomutase and mannose-1-phosphate guanylyltransferase. GDP-D-mannose produces GDP-L-fucose beginning with the dehydration to GDP-4-dehydro-6-deoxy-D-mannose. GDP-fucose is synthesized by a two step epimerase and reductase of GDP-4-dehydro-6-deoxy-D-mannose. L-fucose then enters the colanic acid building blocks biosynthesis pathway.
Metabolic
PW000822
Center
PathwayVisualizationContext1109
2112
2615
#000099
PathwayVisualization570
586
Mannose Metabolism
Escherichia coli can utilize D-mannose for its sole carbon and energy source. Alpha-D-mannose is introduced into the cytoplasm through a mannose PTS permease. A phosphotransferase system (PTS) takes up mannose producing D-mannose-6-phosphate which is then converted to D-fructose-6-phosphate via an isomerase. D-fructose-6-phosphate is an intermediate of glycolysis and can enter the pathways of metabolism. The first two enzymes in the pathway catalyze isomerizations that interconvert phosphorylated aldohexoses (β-D-glucose-6-phosphate, D-mannose-6-phosphate) and phosphorylated ketohexoses (D-fructose-6-phosphate). The reaction catalyzed by mannose-6-phosphate isomerase that produces D-mannose-6-phosphate is the first committed step in the biosynthesis of the activated mannose donor GDP-α-D-mannose. D-mannose-6-phosphate is then converted to GDP-D-mannose by the interaction of phosphomannomutase and mannose-1-phosphate guanylyltransferase. GDP-D-mannose produces GDP-L-fucose beginning with the dehydration to GDP-4-dehydro-6-deoxy-D-mannose. GDP-fucose is synthesized by a two step epimerase and reductase of GDP-4-dehydro-6-deoxy-D-mannose. L-fucose then enters the colanic acid building blocks biosynthesis pathway.
Metabolic
3
109706
549
SubPathway
109206
40941
Compound
117
109707
715
SubPathway
109207
861
Compound
117
2222
Escherichia coli and Salmonella: Cellular and Molecular Biology (EcoSal). Online edition.
586
Pathway
2223
Gao H, Chen Y, Leary JA: Kinetic measurements of phosphoglucose isomerase and phosphomannose isomerase by direct analysis of phosphorylated aldose–ketose isomers using tandem mass spectrometry. International Journal Of Mass Spectrometry. 2005 Feb 01;240(3):291-299. doi: 10.1016/j.ijms.2004.09.017.
586
Pathway
2224
21293904
Honghong J, Fuping L, Yu L, Xiaoguang L, Yihan L, Hongbin W, Jing L, Yueting C: Synthesis of GDP-mannose using coupling fermentation of recombinant Escherichia coli. Biotechnol Lett. 2011 Jun;33(6):1145-50. doi: 10.1007/s10529-011-0547-2. Epub 2011 Feb 4.
586
Pathway
2225
12514000
Sampaio MM, Santos H, Boos W: Synthesis of GDP-mannose and mannosylglycerate from labeled mannose by genetically engineered Escherichia coli without loss of specific isotopic enrichment. Appl Environ Microbiol. 2003 Jan;69(1):233-40.
586
Pathway
2226
8759852
Stevenson G, Andrianopoulos K, Hobbs M, Reeves PR: Organization of the Escherichia coli K-12 gene cluster responsible for production of the extracellular polysaccharide colanic acid. J Bacteriol. 1996 Aug;178(16):4885-93.
586
Pathway
2227
9473059
Andrianopoulos K, Wang L, Reeves PR: Identification of the fucose synthetase gene in the colanic acid gene cluster of Escherichia coli K-12. J Bacteriol. 1998 Feb;180(4):998-1001.
586
Pathway
2228
19053199
Lau ST, Tanner ME: Mechanism and active site residues of GDP-fucose synthase. J Am Chem Soc. 2008 Dec 24;130(51):17593-602. doi: 10.1021/ja807799k.
586
Pathway
2229
21538115
Lee WH, Chin YW, Han NS, Kim MD, Seo JH: Enhanced production of GDP-L-fucose by overexpression of NADPH regenerator in recombinant Escherichia coli. Appl Microbiol Biotechnol. 2011 Aug;91(4):967-76. doi: 10.1007/s00253-011-3271-x. Epub 2011 May 3.
586
Pathway
2230
22159740
Lee WH, Shin SY, Kim MD, Han NS, Seo JH: Modulation of guanosine nucleotides biosynthetic pathways enhanced GDP-L-fucose production in recombinant Escherichia coli. Appl Microbiol Biotechnol. 2012 Mar;93(6):2327-34. doi: 10.1007/s00253-011-3776-3. Epub 2011 Dec 13.
586
Pathway
1
Cell
CL:0000000
3
Neuron
CL:0000540
5
Hepatocyte
CL:0000182
4
Cardiomyocyte
CL:0000746
7
Epithelial Cell
CL:0000066
3
Escherichia coli
562
Prokaryote
1
Homo sapiens
9606
Eukaryote
Human
23
Pseudomonas aeruginosa
287
Prokaryote
4
Arabidopsis thaliana
3702
Eukaryote
Thale cress
12
Mus musculus
10090
Eukaryote
Mouse
5
Bos taurus
9913
Eukaryote
Cattle
17
Rattus norvegicus
10116
Eukaryote
Rat
24
Solanum lycopersicum
4081
Eukaryote
Tomato
18
Saccharomyces cerevisiae
4932
Eukaryote
Yeast
21
Xenopus laevis
8355
Eukaryote
African clawed frog
49
Bathymodiolus platifrons
220390
Eukaryote
Deep sea mussel
60
Nitzschia sp.
0001
Eukaryote
Nitzschia4
10
Drosophila melanogaster
7227
Eukaryote
Fruit fly
6
Caenorhabditis elegans
6239
Eukaryote
Roundworm
2
Bacteria
2
Prokaryote
Bacteria
25
Escherichia coli (strain K12)
83333
Prokaryote
51
Picea sitchensis
3332
Eukaryote
Sitka spruce
19
Schizosaccharomyces pombe
4896
Eukaryote
110
Bacillus velezensis MRC5958
492670
Prokaryote
Velezensis
1
Cytosol
GO:0005829
31
Periplasmic Space
GO:0005620
5
Cytoplasm
GO:0005737
35
Chloroplast
GO:0009507
3
Mitochondrial Matrix
GO:0005759
10
Cell Membrane
GO:0005886
11
Extracellular Space
GO:0005615
2
Mitochondrion
GO:0005739
7
Endoplasmic Reticulum Membrane
GO:0005789
12
Mitochondrial Inner Membrane
GO:0005743
14
Mitochondrial Outer Membrane
GO:0005741
24
Mitochondrial Intermembrane Space
GO:0005758
13
Endoplasmic Reticulum
GO:0005783
4
Peroxisome
GO:0005777
36
Membrane
GO:0016020
53
Endoplasmic Reticulum Body
GO:0010168
34
Plant-Type Vacuole
GO:0000325
32
Inner Membrane
GO:0070258
15
Nucleus
GO:0005634
27
Peroxisome Membrane
GO:0005778
6
Lysosome
GO:0005764
16
Lysosomal Lumen
GO:0043202
18
Melanosome Membrane
GO:0033162
25
Golgi apparatus
GO:0005794
20
Endoplasmic Reticulum Lumen
GO:0005788
21
Synapse
GO:0045202
40
Periplasm
GO:0042597
19
sarcoplasmic reticulum
GO:0016529
24
Brain
BTO:0000142
89
16
1
Liver
BTO:0000759
72
9
28
Stomach
BTO:0001307
155
26
8
Blood Vessel
BTO:0001102
74
11
4
Adrenal Medulla
BTO:0000049
71
8
25
Intestine
BTO:0000648
7
Nervous System
BTO:0001484
11
Heart
BTO:0000562
73
10
5
cardiocyte
BTO:0001539
108
1
3
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166
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315
1
23
PW_BS000024
107
31
3
PW_BS000107
318
31
23
PW_BS000024
167
31
1
PW_BS000167
8
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1
PW_BS000008
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PW_BS000151
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PW_BS000002
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PW_BS000014
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PW_BS000028
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PW_BS000024
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PW_BS000015
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PW_BS000018
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PW_BS000070
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PW_BS000112
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PW_BS000157
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PW_BS000159
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PW_BS000152
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PW_BS000160
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PW_BS000170
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PW_BS000162
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PW_BS000024
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PW_BS000024
294
11
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322
1
23
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PW_BS000024
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23
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PW_BS000024
320
11
23
PW_BS000024
293
4
1
PW_BS000024
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12
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PW_BS000134
331
7
12
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PW_BS000028
114
11
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PW_BS000114
327
1
1
12
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PW_BS000028
347
1
3
12
5
PW_BS000028
345
24
12
1
PW_BS000028
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13
12
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PW_BS000130
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31
2
PW_BS000024
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1
2
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PW_BS000119
383
7
5
1
PW_BS000100
94
3
PW_BS000094
390
7
6
1
PW_BS000112
398
7
17
1
PW_BS000113
336
1
12
1
PW_BS000028
109
32
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PW_BS000109
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PW_BS000115
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11
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PW_BS000115
424
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1
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PW_BS000115
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PW_BS000115
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PW_BS000115
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PW_BS000100
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PW_BS000125
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11
17
PW_BS000137
459
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17
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PW_BS000115
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1
3
17
5
PW_BS000115
454
24
17
1
PW_BS000115
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12
17
1
PW_BS000121
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13
17
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PW_BS000136
481
2
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PW_BS000115
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11
10
PW_BS000115
495
7
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PW_BS000115
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PW_BS000115
480
12
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PW_BS000115
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PW_BS000024
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PW_BS000024
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24
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PW_BS000115
391
12
6
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PW_BS000112
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13
6
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PW_BS000113
23
15
1
1
PW_BS000023
32
1
15
1
5
PW_BS000032
59
27
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PW_BS000059
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PW_BS000029
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PW_BS000024
288
14
4
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51
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PW_BS000024
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PW_BS000028
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PW_BS000028
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1
PW_BS000100
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PW_BS000112
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PW_BS000113
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PW_BS000115
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PW_BS000115
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PW_BS000115
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15
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PW_BS000115
491
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PW_BS000115
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PW_BS000115
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PW_BS000009
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PW_BS000005
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PW_BS000013
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PW_BS000020
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PW_BS000033
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PW_BS000036
37
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PW_BS000037
93
25
20
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PW_BS000093
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PW_BS000027
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PW_BS000007
97
1
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2
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PW_BS000097
113
6
12
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PW_BS000113
110
2
3
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PW_BS000110
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1
7
5
1
PW_BS000123
126
6
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PW_BS000126
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16
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PW_BS000127
129
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PW_BS000129
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PW_BS000006
140
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143
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5
19
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PW_BS000143
146
5
19
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PW_BS000146
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507
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7
6
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40951
α-D-Mannose 6-phosphate
Alpha-d-mannose 6-phosphate, also known as α-D-mannose 6-phosphoric acid or (6P)Mana, is classified as a hexose phosphate. A hexose phosphate are carbohydrate derivatives containing a hexose substituted by one or more phosphate groups. Alpha-d-mannose 6-phosphate is considered a soluble (in water) and acidic compound.
43896
O[C@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@@H]1O
C6H13O9P
InChI=1S/C6H13O9P/c7-3-2(1-14-16(11,12)13)15-6(10)5(9)4(3)8/h2-10H,1H2,(H2,11,12,13)/t2-,3-,4+,5+,6+/m1/s1
NBSCHQHZLSJFNQ-PQMKYFCFSA-N
{[(2R,3S,4S,5S,6S)-3,4,5,6-tetrahydroxyoxan-2-yl]methoxy}phosphonic acid
260.1358
260.029718526
-0.92
6
α-D-mannose 6-phosphate
0
-2
Alpha-d-mannose 6-phosphate, α-d-mannose-6-p, alpha-d-mannose-6-p
PW_C040951
αDM6P
6466
108
12984
166
42865
315
40941
β-D-fructofuranose 6-phosphate
D-Tagatofuranose 6-phosphate belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups. D-Tagatofuranose 6-phosphate is soluble (in water) and a moderately acidic compound (based on its pKa). D-Tagatofuranose 6-phosphate may be a unique E.coli metabolite.
57634
OCC1(O)OC(COP([O-])([O-])=O)C(O)C1O
C6H11O9P
InChI=1S/C6H13O9P/c7-2-6(10)5(9)4(8)3(15-6)1-14-16(11,12)13/h3-5,7-10H,1-2H2,(H2,11,12,13)/p-2
BGWGXPAPYGQALX-UHFFFAOYSA-L
[3,4,5-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]methyl phosphate
258.12
258.015166092
-0.62
4
[3,4,5-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]methyl phosphate
-2
-2
D-fructose-6-phosphate, f6p, fructose-6p, fructose-6-p, fruc6p, fru-6-p, fructose-6-phosphate, a-d-fructose-6-p, d-fructose-6-p, d-fructose 6-phosphate, d-fructofuranose 6-phosphate
PW_C040941
βDF6P
6161
108
6227
166
6365
107
42474
318
42475
315
40952
α-D-mannose
HMDB0062170
Alpha-D-mannose, also known as hexose, belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity. Alpha-D-mannose is soluble (in water) and a very weakly acidic compound (based on its pKa).
28729
CO[C@H]1O[C@H](CO)[C@@H](O[C@H]2O[C@H](CO)[C@@H](OC)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O
(C12H20O11)nC2H6
InChI=1S/C14H26O11/c1-21-11-5(3-15)24-14(10(20)7(11)17)25-12-6(4-16)23-13(22-2)9(19)8(12)18/h5-20H,3-4H2,1-2H3/t5-,6-,7-,8-,9-,10-,11-,12-,13+,14-/m1/s1
PTHCMJGKKRQCBF-OLYDTGNASA-N
(2R,3R,4S,5S,6R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol
0.64
5
glucoside
0
0
PW_C040952
αDM
5707
107
12989
167
42607
318
2722
D-Mannose 1-phosphate
HMDB0006330
D-Mannose 1-phosphate is a normal metabolite intermediate in the Fructose and mannose metabolism, and substrate of phosphomannomutase 1(PMM, EC: 5.4.2.8), an enzyme necessary for the synthesis of GDP-mannose. PMM converts mannose 6-phosphate to mannose-1-phosphate, which is required for the synthesis of GDP-mannose, a substrate for dolichol-linked oligosaccharide synthesis. Deficiency of phosphomannomutase in Carbohydrate-deficient glycoprotein syndrome (CDGS, a group of autosomal recessively transmitted disorders in which abnormally glycosylated proteins are formed) type 1 is associated with decreased synthesis of mannose 1-phosphate. (PMID: 9451026, 8549746, 12729595).
27251-84-9
C00636
644175
35374
MANNOSE-1P
559210
DB02867
OC[C@H]1OC(OP(O)(O)=O)[C@@H](O)[C@@H](O)[C@@H]1O
C6H13O9P
InChI=1S/C6H13O9P/c7-1-2-3(8)4(9)5(10)6(14-2)15-16(11,12)13/h2-10H,1H2,(H2,11,12,13)/t2-,3-,4+,5+,6?/m1/s1
HXXFSFRBOHSIMQ-QTVWNMPRSA-N
{[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phosphonic acid
260.1358
260.029718526
-0.91
6
D-mannose 1-phosphate
0
-2
FDB023892
1-(dihydrogen phosphate)-d-mannopyranose;1-(dihydrogen phosphate)-delta-mannopyranose;D-mannose 1-phosphates;D-mannose-1-phosphate;Mannose 1-phosphate;Mannose 1-phosphate-mannopyranose;Mannose-1-p;Alpha-d-mannose 1-phosphate;Alpha-delta-mannose 1-phosphate;Delta-mannose 1-phosphates;Delta-mannose-1-phosphate
PW_C002722
M1P
1019
8
13328
151
13329
225
77930
111
120721
122
123326
135
986
Guanosine triphosphate
HMDB0001273
Guanosine triphosphate (GTP) is a guanine nucleotide containing three phosphate groups esterified to the sugar moiety. GTP functions as a carrier of phosphates and pyrophosphates involved in channeling chemical energy into specific biosynthetic pathways. GTP activates the signal transducing G proteins which are involved in various cellular processes including proliferation, differentiation, and activation of several intracellular kinase cascades. Proliferation and apoptosis are regulated in part by the hydrolysis of GTP by small GTPases Ras and Rho. Another type of small GTPase, Rab, plays a role in the docking and fusion of vesicles and may also be involved in vesicle formation. In addition to its role in signal transduction, GTP also serves as an energy-rich precursor of mononucleotide units in the enzymatic biosynthesis of DNA and RNA.
86-01-1
C00044
6830
15996
GTP
6569
NC1=NC2=C(N=CN2[C@@H]2O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]2O)C(=O)N1
C10H16N5O14P3
InChI=1S/C10H16N5O14P3/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(27-9)1-26-31(22,23)29-32(24,25)28-30(19,20)21/h2-3,5-6,9,16-17H,1H2,(H,22,23)(H,24,25)(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1
XKMLYUALXHKNFT-UUOKFMHZSA-N
({[({[(2R,3S,4R,5R)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid
523.1804
522.990659781
-1.70
8
triphosphate, guanosine
0
-3
FDB022527
5'-gtp;Gtg;Gtp;Guanosine 5'-(tetrahydrogen triphosphate);Guanosine 5'-triphosphate;Guanosine 5'-triphosphorate;Guanosine 5'-triphosphoric acid;Guanosine triphosphate;Guanosine mono(tetrahydrogen triphosphate) (ester);H4gtp;Guanosine-5'-triphosphate
PW_C000986
GTP
81
8
240
4
1939
2
4091
14
4153
73
5006
85
5384
103
6043
155
6103
161
6490
178
7478
222
11753
115
11769
198
11981
151
12725
290
69327
1
76962
225
77144
133
77544
111
77951
132
80025
368
80088
308
80121
164
89113
253
119985
406
120066
122
121204
124
122768
120
122818
135
123774
118
125365
479
125443
297
126480
299
126907
501
126982
205
128051
388
40034
Hydrogen Ion
HMDB0059597
Hydrogen ion is recommended by IUPAC as a general term for all ions of hydrogen and its isotopes. Depending on the charge of the ion, two different classes can be distinguished: positively charged ions and negatively charged ions. Under aqueous conditions found in biochemistry, hydrogen ions exist as the hydrated form hydronium, H3O+, but these are often still referred to as hydrogen ions or even protons by biochemists. [WikiPedia])
C00080
1038
15378
1010
[H+]
H
InChI=1S/p+1
GPRLSGONYQIRFK-UHFFFAOYSA-N
hydron
1.0079
1.007825032
0
hydron
1
0
H+;H(+);Hydrogen cation;Hydron;Proton
PW_C040034
H+
215
4
670
8
753
15
788
31
848
3
1116
2
1463
26
1464
54
2231
49
2780
17
4250
22
4254
42
4547
10
4576
18
4694
70
5241
103
5327
111
5353
112
5626
108
5639
107
5699
100
5720
105
5742
117
5963
147
6037
155
6070
157
6093
161
6130
159
6232
166
6483
178
6601
152
6692
101
6843
188
6910
187
7100
163
7168
205
7191
206
7453
219
7454
220
7472
222
7525
213
7532
210
7558
212
7572
160
7590
170
8195
225
8218
151
8243
226
8413
162
8420
224
9139
195
9155
249
11915
164
12015
281
12181
285
12246
286
12266
287
12521
227
13257
223
13325
294
15330
308
42329
315
42354
318
42401
322
42405
312
42454
320
76912
293
77136
133
77210
134
77372
331
77804
114
77955
132
77990
327
77991
347
78379
345
79929
130
80019
368
80387
310
80388
304
80722
119
93823
124
94823
383
110550
388
112855
94
113280
390
115537
398
115539
118
115856
336
116205
109
119973
406
120193
407
120549
122
120593
409
121170
424
121171
425
122569
418
122615
384
122687
125
122758
120
123183
135
123218
137
123742
459
123743
460
125141
454
125188
121
125273
136
125359
479
125550
481
125730
483
125736
297
125809
299
126517
495
126717
489
126766
480
126823
300
126902
501
127213
208
128308
506
128361
391
128430
395
170
Pyrophosphate
HMDB0000250
The anion, the salts, and the esters of pyrophosphoric acid are called pyrophosphates. The pyrophosphate anion is abbreviated PPi and is formed by the hydrolysis of ATP into AMP in cells. This hydrolysis is called pyrophosphorolysis. The pyrophosphate anion has the structure P2O74-, and is an acid anhydride of phosphate. It is unstable in aqueous solution and rapidly hydrolyzes into inorganic phosphate. Pyrophosphate is an osteotoxin (arrests bone development) and an arthritogen (promotes arthritis). It is also a metabotoxin (an endogenously produced metabolite that causes adverse health affects at chronically high levels). Chronically high levels of pyrophosphate are associated with hypophosphatasia. Hypophosphatasia (also called deficiency of alkaline phosphatase or phosphoethanolaminuria) is a rare, and sometimes fatal, metabolic bone disease. Hypophosphatasia is associated with a molecular defect in the gene encoding tissue non-specific alkaline phosphatase (TNSALP). TNSALP is an enzyme that is tethered to the outer surface of osteoblasts and chondrocytes. TNSALP hydrolyzes several substances, including inorganic pyrophosphate (PPi) and pyridoxal 5'-phosphate (PLP), a major form of vitamin B6. When TSNALP is low, inorganic pyrophosphate (PPi) accumulates outside of cells and inhibits the formation of hydroxyapatite, one of the main components of bone, causing rickets in infants and children and osteomalacia (soft bones) in adults. Vitamin B6 must be dephosphorylated by TNSALP before it can cross the cell membrane. Vitamin B6 deficiency in the brain impairs synthesis of neurotransmitters which can cause seizures. In some cases, a build-up of calcium pyrophosphate dihydrate crystals in the joints can cause pseudogout.
14000-31-8
C00013
644102
18361
PPI
559142
DB04160
[O-]P([O-])(=O)OP([O-])([O-])=O
O7P2
InChI=1S/H4O7P2/c1-8(2,3)7-9(4,5)6/h(H2,1,2,3)(H2,4,5,6)/p-4
XPPKVPWEQAFLFU-UHFFFAOYSA-J
(phosphonooxy)phosphonic acid
173.9433
173.911925378
4
pyrophosphoric acid
0
-3
FDB021918
(4-)diphosphoric acid ion;(p2o74-)diphosphate;Diphosphate;Diphosphoric acid;Ppi;Pyrometaphosphate;Pyrophosphate;Pyrophosphate tetraanion;Pyrophosphate(4-) ion;[o3popo3](4-);Diphosphat;P2o7(4-);Pyrophosphat;Pyrophosphate ion;Phosphonato phosphoric acid;Pyrophosphoric acid;Pyrophosphoric acid ion
PW_C000170
Ppi
12
2
35
4
63
8
429
23
735
32
882
22
1217
3
1620
49
2410
59
2815
29
4175
14
4868
54
5034
89
5252
104
5294
101
5409
117
5424
103
5433
118
5458
120
5548
111
5559
132
5584
133
5606
135
5655
108
5879
107
6239
166
6978
199
7073
188
7134
163
7272
160
7312
198
7318
213
8275
151
8283
210
11869
161
12002
222
12041
164
12315
225
12323
249
12512
288
12579
226
12695
290
15219
306
15375
18
34760
17
42561
315
42697
318
77235
329
77317
128
77635
336
78416
335
78928
331
79153
112
79950
134
79958
130
80047
372
80417
170
85630
1
94786
384
94814
125
94819
382
98678
223
110634
391
113270
395
113275
389
115527
136
115532
399
119934
122
120017
124
120032
406
120330
410
120936
407
121261
429
121341
121
121486
383
122407
422
122985
444
123502
119
123831
464
124044
398
124977
375
125324
297
125395
299
125410
479
125597
484
125656
485
125876
481
126552
491
126869
205
126935
388
126950
501
127337
206
128124
508
901
Guanosine diphosphate mannose
HMDB0001163
GDP-mannose is a nucleoside diphosphate sugar that is important in the production of fucosylated oligosaccharides. In particular, GDP-mannose is converted to GDP-fucose, which is the fucose donor in the construction of all mammalian fucosylated glycans. GDP-mannose is transformed to GDP-fucose via three enzymatic reactions carried out by two proteins, GDP-mannose 4,6-dehydratase (GMD) and a second enzyme, GDP-keto-6-deoxymannose 3,5-epimerase, 4-reductase. GDP-mannose 4,6-dehydratase (EC 4.2.1.47) catalyzes the chemical reaction: GDP-mannose <--> GDP-4-dehydro-6-deoxy-D-mannose + H2O. The epimerase converts the GDP-4-dehydro-6-deoxy-D-mannose to GDP-fucose. (PMID: 12651883). GDP-mannose is also synthesized from mannose 1-phosphate via the enzyme ATP-mannose-1-phosphate-guanyltransferase and GTP.
3123-67-9
C00096
18396
15820
GDP-MANNOSE
17372
NC1=NC2=C(N=CN2[C@@H]2O[C@H](COP(O)(=O)OP(O)(=O)O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)C(=O)N1
C16H25N5O16P2
InChI=1S/C16H25N5O16P2/c17-16-19-12-6(13(28)20-16)18-3-21(12)14-10(26)8(24)5(34-14)2-33-38(29,30)37-39(31,32)36-15-11(27)9(25)7(23)4(1-22)35-15/h3-5,7-11,14-15,22-27H,1-2H2,(H,29,30)(H,31,32)(H3,17,19,20,28)/t4-,5-,7-,8-,9+,10-,11+,14-,15-/m1/s1
MVMSCBBUIHUTGJ-GDJBGNAASA-N
{[(2R,3S,4R,5R)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({[hydroxy({[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphoryl]oxy})phosphinic acid
605.3411
605.077152801
-1.89
10
guanosine diphosphomannose
0
-2
FDB012326
Gdp mannose;Gdp-d-mannose;Gdp-glucose;Gdp-mannose;Guanosine diphosphate mannose;Guanosine diphosphomannose;Guanosine pyrophosphate mannose;Gdpmannose;Guanosine 5'-(trihydrogen diphosphate), mono-alpha-d-mannopyranosyl ester
PW_C000901
GDPMan
1024
8
5695
100
13332
151
77933
111
120730
122
123331
135
1420
Water
HMDB0002111
Water is a chemical substance that is essential to all known forms of life. It appears colorless to the naked eye in small quantities, though it is actually slightly blue in color. It covers 71% of Earth's surface. Current estimates suggest that there are 1.4 billion cubic kilometers (330 million m3) of it available on Earth, and it exists in many forms. It appears mostly in the oceans (saltwater) and polar ice caps, but it is also present as clouds, rain water, rivers, freshwater aquifers, lakes, and sea ice. Water in these bodies perpetually moves through a cycle of evaporation, precipitation, and runoff to the sea. Clean water is essential to human life. In many parts of the world, it is in short supply. From a biological standpoint, water has many distinct properties that are critical for the proliferation of life that set it apart from other substances. It carries out this role by allowing organic compounds to react in ways that ultimately allow replication. All known forms of life depend on water. Water is vital both as a solvent in which many of the body's solutes dissolve and as an essential part of many metabolic processes within the body. Metabolism is the sum total of anabolism and catabolism. In anabolism, water is removed from molecules (through energy requiring enzymatic chemical reactions) in order to grow larger molecules (e.g. starches, triglycerides and proteins for storage of fuels and information). In catabolism, water is used to break bonds in order to generate smaller molecules (e.g. glucose, fatty acids and amino acids to be used for fuels for energy use or other purposes). Water is thus essential and central to these metabolic processes. Water is also central to photosynthesis and respiration. Photosynthetic cells use the sun's energy to split off water's hydrogen from oxygen. Hydrogen is combined with CO2 (absorbed from air or water) to form glucose and release oxygen. All living cells use such fuels and oxidize the hydrogen and carbon to capture the sun's energy and reform water and CO2 in the process (cellular respiration). Water is also central to acid-base neutrality and enzyme function. An acid, a hydrogen ion (H+, that is, a proton) donor, can be neutralized by a base, a proton acceptor such as hydroxide ion (OH-) to form water. Water is considered to be neutral, with a pH (the negative log of the hydrogen ion concentration) of 7. Acids have pH values less than 7 while bases have values greater than 7. Stomach acid (HCl) is useful to digestion. However, its corrosive effect on the esophagus during reflux can temporarily be neutralized by ingestion of a base such as aluminum hydroxide to produce the neutral molecules water and the salt aluminum chloride. Human biochemistry that involves enzymes usually performs optimally around a biologically neutral pH of 7.4. (Wikipedia).
7732-18-5
C00001
962
15377
937
O
H2O
InChI=1S/H2O/h1H2
XLYOFNOQVPJJNP-UHFFFAOYSA-N
water
18.0153
18.010564686
1
water
0
0
FDB013390
Dihydrogen oxide;Steam;[oh2];Acqua;Agua;Aqua;Bound water;Dihydridooxygen;Eau;H2o;Hoh;Hydrogen hydroxide;Wasser
PW_C001420
H2O
55
8
94
9
109
5
139
4
151
3
162
14
481
13
526
15
624
28
652
10
691
20
770
33
823
18
838
2
1094
31
1377
49
1465
54
1590
43
2018
24
2532
22
2678
60
2727
46
2778
17
2805
29
3143
70
3164
72
3634
61
4598
36
4727
37
4941
93
5030
27
5156
7
5195
97
5214
100
5227
94
5236
103
5297
105
5319
111
5343
113
5355
112
5402
110
5470
123
5483
125
5492
126
5507
127
5534
130
5537
114
5541
129
5591
135
5608
118
5622
108
5691
6
5759
140
5778
101
5841
143
5853
146
5877
107
5890
95
5910
147
5940
151
6032
155
6059
157
6087
161
6123
163
6133
159
6215
1
6218
166
6477
178
6507
180
6600
152
6713
117
6840
188
6888
160
7162
205
7181
207
7193
206
7211
211
7228
213
7238
214
7243
215
7295
198
7350
216
7388
210
7401
212
7467
222
7492
224
7500
190
7588
170
8201
225
8237
226
8414
162
9265
26
11850
277
11922
164
12011
281
12213
285
12250
286
12264
287
12327
249
12520
227
12632
65
12693
290
12705
291
12715
292
13007
298
13019
300
13025
301
13037
302
13261
223
13327
294
15340
308
42327
315
42695
318
43691
322
76914
293
77019
253
77102
132
77131
133
77215
134
77378
331
77397
332
77471
333
77516
115
77536
334
77628
336
77722
337
77759
341
77816
343
77982
347
78071
329
78235
352
78242
353
78270
356
79113
360
80014
368
80039
370
80591
228
80656
119
93830
383
94794
384
110557
390
110639
391
115844
398
119879
232
119915
122
119963
406
120008
407
120046
408
120113
124
120365
412
120430
405
120438
409
120606
415
120794
414
121158
425
121240
429
121351
121
121381
419
121607
434
122118
382
122384
436
122753
120
122797
374
122804
443
123012
446
123064
376
123072
137
123131
447
123142
136
123162
448
123231
451
123384
450
123730
460
123810
464
123940
455
124165
469
124670
399
124938
471
124945
472
125305
297
125353
479
125386
481
125424
482
125480
299
125682
483
125707
478
125745
487
126054
490
126238
495
126273
484
126764
480
126896
501
126963
502
127017
388
127177
208
127199
209
127227
504
127506
507
127576
515
127836
389
128082
395
128176
513
1038
GDP-4-Dehydro-6-deoxy-D-mannose
HMDB0001346
GDP-4-Dehydro-6-deoxy-D-mannose is an intermediate in the fucosylation of mammalian cells. The functional significance of these fucosylated glycans is unclear, although there is evidence that the sialyl Lex determinant participaates in leukocyte adhesion and trafficking processes. GDP-4-Dehydro-6-deoxy-D-mannose is generated by GDP-D-mannose-4,6-dehydratase (GMD). This compound is then converted by the FX protein (GDP-4-keto-6-D-deoxymannose epimerase/GDP-4-keto-6-L-galactose reductase) to GDP-L-fucose. (PMID: 11698403).
18186-48-6
C01222
439446
16955
GDP-4-DEHYDRO-6-DEOXY-D-MANNOSE
388554
C[C@H]1O[C@H](OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C2N=C(N)NC3=O)[C@@H](O)[C@@H](O)C1=O
C16H23N5O15P2
InChI=1S/C16H23N5O15P2/c1-4-7(22)9(24)11(26)15(33-4)35-38(30,31)36-37(28,29)32-2-5-8(23)10(25)14(34-5)21-3-18-6-12(21)19-16(17)20-13(6)27/h3-5,8-11,14-15,23-26H,2H2,1H3,(H,28,29)(H,30,31)(H3,17,19,20,27)/t4-,5-,8-,9+,10-,11+,14-,15-/m1/s1
PNHLMHWWFOPQLK-BKUUWRAGSA-N
[({[(2R,3S,4R,5R)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3S,4R,6R)-3,4-dihydroxy-6-methyl-5-oxooxan-2-yl]oxy})phosphinic acid
587.3258
587.066588115
-1.92
8
gdp-4-keto-6-deoxymannose
0
-2
FDB022568
Gdp-4-dehydro-6-deoxy-d-mannose;Gdp-4-dehydro-6-deoxy-d-talose;Gdp-4-dehydro-d-rhamnose;Gdp-4-keto-6-d-deoxymannose;Gdp-4-keto-6-deoxy-d-mannose;Gdp-4-keto-6-deoxymannose;Gdp-4-oxo-6-deoxy-d-mannose;Gdp-4-oxo-6-deoxymannose;Guanosine diphosphate-4-keto-6-deoxy-d-mannose;Guanosine 5'-(trihydrogen diphosphate), p'-(6-deoxy-alpha-d-lyxo-hexopyranos-4-ulos-1-yl) ester
PW_C001038
G4D6DMn
1029
8
13333
151
77939
111
120736
122
123337
135
146
NADPH
HMDB0000221
Nicotinamide adenine dinucleotide phosphate. A coenzyme composed of ribosylnicotinamide 5'-phosphate (NMN) coupled by pyrophosphate linkage to the 5'-phosphate adenosine 2',5'-bisphosphate. It serves as an electron carrier in a number of reactions, being alternately oxidized (NADP+) and reduced (NADPH). (Dorland, 27th ed.).
53-57-6
C00005
22833512
16474
NADPH
17215925
NC(=O)C1=CN(C=CC1)[C@H]1O[C@@H](COP(O)(=O)OP(O)(=O)OC[C@@H]2O[C@@H]([C@@H](OP(O)(O)=O)[C@H]2O)N2C=NC3=C(N)N=CN=C23)[C@H](O)[C@@H]1O
C21H30N7O17P3
InChI=1S/C21H30N7O17P3/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(44-46(33,34)35)14(30)11(43-21)6-41-48(38,39)45-47(36,37)40-5-10-13(29)15(31)20(42-10)27-3-1-2-9(4-27)18(23)32/h1,3-4,7-8,10-11,13-16,20-21,29-31H,2,5-6H2,(H2,23,32)(H,36,37)(H,38,39)(H2,22,24,25)(H2,33,34,35)/t10-,11-,13-,14-,15-,16-,20-,21-/m0/s1
ACFIXJIJDZMPPO-NCHANQSKSA-N
{[(2S,3S,4S,5S)-2-(6-amino-9H-purin-9-yl)-5-[({[({[(2S,3R,4S,5S)-5-(3-carbamoyl-1,4-dihydropyridin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-4-hydroxyoxolan-3-yl]oxy}phosphonic acid
745.4209
745.091102105
-2.14
9
[(2S,3S,4S,5S)-2-(6-aminopurin-9-yl)-5-{[({[(2S,3R,4S,5S)-5-(3-carbamoyl-4H-pyridin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]methyl}-4-hydroxyoxolan-3-yl]oxyphosphonic acid
0
-4
FDB021909
2'-(dihydrogen phosphate) 5'-(trihydrogen pyrophosphate) adenosine 5'-ester with 1,4-dihydro-1-b-d-ribofuranosylnicotinamide;2'-(dihydrogen phosphate) 5'-(trihydrogen pyrophosphate) adenosine 5'-ester with 1,4-dihydro-1-beta-delta-ribofuranosylnicotinamide;Adenosine 5'-(trihydrogen diphosphate) 2'-(dihydrogen phosphate) p'-5'-ester with 1,4-dihydro-1-beta-d-ribofuranosyl-3-pyridinecarboxamide;Adenosine 5'-(trihydrogen diphosphate) 2'-(dihydrogen phosphate) p'-5'-ester with 1,4-dihydro-1-beta-delta-ribofuranosyl-3-pyridinecarboxamide;Dihydrocodehydrogenase ii;Dihydronicotinamide adenine dinucleotide phosphate;Dihydronicotinamide adenine dinucleotide-p;Dihydrotriphosphopyridine nucleotide reduced;Nadp-reduced;Nadph;Nicotinamide-adenine-dinucleotide-phosphorate;Nicotinamide-adenine-dinucleotide-phosphoric acid;Reduced codehydrase ii;Reduced coenzyme ii;Reduced cozymase ii;Reduced triphosphopyridine nucleotide;Triphosphopyridine nucleotide reduced;B-nadph;B-nicotinamide-adenine-dinucleotide-phosphorate;B-nicotinamide-adenine-dinucleotide-phosphoric acid;Beta-nadph;Beta-nicotinamide-adenine-dinucleotide-phosphorate;Beta-nicotinamide-adenine-dinucleotide-phosphoric acid;Nicotinamide adenine dinucleotide phosphate - reduced
PW_C000146
NADPH
185
8
190
3
778
10
796
5
821
18
837
2
1609
29
1615
49
4687
31
4793
14
4797
14
5310
111
5789
108
5972
147
6128
159
6271
35
6779
117
7068
188
7103
163
7154
205
7205
160
7315
213
7345
210
7559
212
7591
170
8194
225
8219
151
8421
224
11812
198
11893
211
12006
222
12150
164
12245
286
12596
226
12648
249
42343
315
43746
322
76911
293
77166
132
77385
331
77394
332
77460
130
77504
112
77511
115
77623
336
80712
119
113164
94
120105
407
120425
405
120452
122
120616
123
121141
125
121275
429
121402
124
121483
383
123059
376
123086
135
123241
447
123712
136
123846
464
123961
118
124041
398
125472
481
125696
297
126214
299
126529
495
127009
206
127572
388
128101
390
861
GDP-L-fucose
HMDB0001095
GDP-L-fucose is a sugar nucleotide and a readily available source of fucose. Fucose is a deoxyhexose that is found in nearly all plant and animal species. The monosaccharide plays several important metabolic roles in complex carbohydrates and in glycoproteins. Fucosylated oligosaccharides are involved in cell-cell recognition, selectin-mediated leukocyte-endothelial adhesion, and mouse embryogenesis. They form the basis of the Lewis-type blood group antigens, are involved in the formation of atherosclerosis, and mediate host-bacterial interactions. A decrease in the availability of fucose is associated with leukocyte adhesion deficiency type-II disorder, and fucosylated glycoproteins have been implicated in memory processes. Fucose is made available during the synthesis of fucosylated glycolipids, oligosaccharides, and glycoproteins via a sugar nucleotide intermediate, specifically GDP-L-fucose. GTP-L-fucose pyrophosphorylase (GFPP, E. C. 2.7.7.30) catalyzes the reversible condensation of guanosine triphosphate and beta-L-fucose-1-phosphate to form the nucleotide-sugar GDP-L-fucose. The enzyme functions primarily in the mammalian liver and kidney to salvage free L-fucose during the breakdown of glycolipids and glycoproteins. (PMID: 16086588).
15839-70-0
C00325
439211
17009
GUANOSINE_DIPHOSPHATE_FUCOSE
388350
C[C@@H]1OC(OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C2N=C(N)NC3=O)[C@@H](O)[C@H](O)[C@@H]1O
C16H25N5O15P2
InChI=1S/C16H25N5O15P2/c1-4-7(22)9(24)11(26)15(33-4)35-38(30,31)36-37(28,29)32-2-5-8(23)10(25)14(34-5)21-3-18-6-12(21)19-16(17)20-13(6)27/h3-5,7-11,14-15,22-26H,2H2,1H3,(H,28,29)(H,30,31)(H3,17,19,20,27)/t4-,5+,7+,8+,9+,10+,11-,14+,15?/m0/s1
LQEBEXMHBLQMDB-QIXZNPMTSA-N
[({[(2R,3S,4R,5R)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy})phosphinic acid
589.3417
589.082238179
-1.92
9
gdp-L-fucose
0
-2
FDB021816
(6-deoxy-beta-l-galactopyranosyl) ester;Gdp fucose;Gdp-beta-l-fucose;Guanosine diphosphate fucose;Guanosine diphosphofucose
PW_C000861
GDP-Fuc
1031
8
13334
151
77941
111
120739
122
123339
135
143
NADP
HMDB0000217
Nicotinamide adenine dinucleotide phosphate. A coenzyme composed of ribosylnicotinamide 5-phosphate (NMN) coupled by pyrophosphate linkage to the 5-phosphate adenosine 2,5-bisphosphate. It serves as an electron carrier in a number of reactions, being alternately oxidized (NADP+) and reduced (NADPH). (Dorland, 27th ed.) Hydrogen carrier in biochemical redox systems. In the hexose monophosphoric acid system it is reduced to Dihydrocoenzyme II and reoxidation in the presence of flavoproteins (Dictionary of Organic Compounds).
53-59-8
C00006
5886
18009
NAD(P)
5675
NC(=O)C1=C[N+](=CC=C1)[C@@H]1O[C@H](CO[P@](O)(=O)O[P@](O)(=O)OC[C@H]2O[C@H]([C@H](OP(O)(O)=O)[C@@H]2O)N2C=NC3=C(N)N=CN=C23)[C@@H](O)[C@H]1O
C21H29N7O17P3
InChI=1S/C21H28N7O17P3/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(44-46(33,34)35)14(30)11(43-21)6-41-48(38,39)45-47(36,37)40-5-10-13(29)15(31)20(42-10)27-3-1-2-9(4-27)18(23)32/h1-4,7-8,10-11,13-16,20-21,29-31H,5-6H2,(H7-,22,23,24,25,32,33,34,35,36,37,38,39)/p+1/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1
XJLXINKUBYWONI-NNYOXOHSSA-O
1-[(2R,3R,4S,5R)-5-[({[({[(2R,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-3-hydroxy-4-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-3,4-dihydroxyoxolan-2-yl]-3-carbamoyl-1lambda5-pyridin-1-ylium
744.4129
744.083277073
-2.27
9
1-[(2R,3R,4S,5R)-5-{[({[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3-hydroxy-4-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-3-carbamoyl-1lambda5-pyridin-1-ylium
1
-3
FDB021908
Adenine-nicotinamide dinucleotide phosphate;Codehydrase ii;Codehydrogenase ii;Coenzyme ii;Cozymase ii;Nad phosphate;Nadp;Nadp+;Nicotinamide adenine dinucleotide phosphate;Nicotinamide-adenine dinucleotide phosphate;Tpn;Triphosphopyridine nucleotide;B-nadp;B-nicotinamide adenine dinucleotide phosphate;B-tpn;Beta-nadp;Beta-nicotinamide adenine dinucleotide phosphate;Beta-tpn;Oxidized nicotinamide-adenine dinucleotide phosphate;B-nicotinamide adenine dinucleotide phosphoric acid;Beta-nicotinamide adenine dinucleotide phosphoric acid;β-nicotinamide adenine dinucleotide phosphate;β-nicotinamide adenine dinucleotide phosphoric acid
PW_C000143
NADP
183
8
191
3
768
5
780
10
824
18
839
2
1611
29
1617
49
4685
31
4796
14
4801
14
5308
111
5790
108
6017
147
6132
159
6273
35
6778
117
7069
188
7105
163
7152
205
7206
160
7317
213
7346
210
7562
212
7589
170
8197
225
8220
151
8419
224
11811
198
11897
211
12008
222
12152
164
12249
286
12597
226
12650
249
42344
315
43745
322
76913
293
77164
132
77384
331
77396
332
77461
130
77515
115
77624
336
77814
334
77870
112
80713
119
113165
94
120106
407
120429
405
120450
122
120604
408
120618
123
121142
125
121277
429
121401
124
121485
383
123063
376
123084
135
123229
374
123243
447
123713
136
123848
464
123960
118
124043
398
125473
481
125694
297
125743
482
126215
299
126528
495
127010
206
127225
502
127570
388
128100
390
5851
Mannose-6-phosphate isomerase
P00946
Involved in mannose-6-phosphate isomerase activity. Involved in the conversion of glucose to GDP-L-fucose, which can be converted to L-fucose, a capsular polysaccharide.
manA
b1613
AP009048
3
5.3.1.8
8714
101
7464
Phosphocarrier protein HPr
P0AA04
Involved in sugar:hydrogen symporter activity. General (non sugar-specific) component of the phosphoenolpyruvate-dependent sugar phosphotransferase system (sugar PTS). This major carbohydrate active-transport system catalyzes the phosphorylation of incoming sugar substrates concomitantly with their translocation across the cell membrane. The phosphoryl group from phosphoenolpyruvate (PEP) is transferred to the phosphoryl carrier protein HPr by enzyme I. Phospho-HPr then transfers it to the permease (enzymes II/III).
ptsH
b2415
AP009048
3
2.7.11.-
5702
108
6673
107
6674
117
8930
101
135644
610
7147
Mannose permease IID component
P69805
Involved in phosphoenolpyruvate-dependent sugar phosphotransferase system. The phosphoenolpyruvate-dependent sugar phosphotransferase system (PTS), a major carbohydrate active -transport system, catalyzes the phosphorylation of incoming sugar substrates concomitant with their translocation across the cell membrane. This system is involved in mannose transport.
manZ
b1819
AP009048
3
5708
109
135645
613
7146
Mannose permease IIC component
P69801
Involved in phosphoenolpyruvate-dependent sugar phosphotransferase system. The phosphoenolpyruvate-dependent sugar phosphotransferase system (PTS), a major carbohydrate active -transport system, catalyzes the phosphorylation of incoming sugar substrates concomitant with their translocation across the cell membrane. This system is involved in mannose transport.
manY
b1818
AP009048
3
5709
109
135646
613
6697
PTS system mannose-specific EIIAB component
P69797
Involved in phosphoenolpyruvate-dependent sugar phosphotransferase system. The phosphoenolpyruvate-dependent sugar phosphotransferase system (sugar PTS), a major carbohydrate active -transport system, catalyzes the phosphorylation of incoming sugar substrates concomitantly with their translocation across the cell membrane. This system is involved in mannose transport.
manX
b1817
AP009048
3
2.7.1.-; 2.7.1.69
5710
109
135647
613
6431
Phosphomannomutase
P24175
Involved in intramolecular transferase activity, phosphotransferases. Involved in the biosynthesis of the capsular polysaccharide colanic acid.
manB
b2048
AP009048
3
5.4.2.8
6430
Mannose-1-phosphate guanylyltransferase
P24174
Involved in nucleotidyltransferase activity. Involved in the biosynthesis of the capsular polysaccharide colanic acid.
manC
b2049
AP009048
3
2.7.7.13
6513
GDP-L-fucose synthase
P32055
Involved in catalytic activity. Two step NADP-dependent conversion of GDP-4-dehydro-6- deoxy-D-mannose to GDP-fucose, involving an epimerase and a reductase reaction.
fcl
b2052
AP009048
3
1.1.1.271
8715
101
6208
GDP-mannose 4,6-dehydratase
P0AC88
Involved in catalytic activity. GDP-mannose = GDP-4-dehydro-6-deoxy-D-mannose + H(2)O.
gmd
b2053
AP009048
3
4.2.1.47
135829
117
1559
mannose-6-phosphate isomerase
3
PW_P001559
1838
5851
1549
HPr - phosphorylated
3
PW_P001549
1828
7464
1550
HPr
3
PW_P001550
1829
7464
1560
mannose PTS permease
3
PW_P001560
1839
7147
2
1840
7146
1841
6697
2
1561
phosphomannomutase
3
PW_P001561
1842
6431
1562
mannose-1-phosphate guanylyltransferase
3
PW_P001562
1843
6430
1564
GDP-fucose synthase
3
PW_P001564
1845
6513
1563
GDP-mannose 4,6-dehydratase
3
PW_P001563
1844
6208
135828
117
2957
false
PW_R002957
Both
11738
40951
1
Compound
false
11739
40941
1
Compound
false
2924
1559
5.3.1.8
2959
false
PW_R002959
Right
11742
40941
1
Compound
false
11743
40951
1
Compound
false
2926
1559
2960
false
PW_R002960
Right
11744
40951
1
Compound
false
11745
2722
1
Compound
false
2927
1561
5.4.2.8
2961
false
PW_R002961
Right
11746
2722
1
Compound
false
11747
986
1
Compound
false
11748
40034
1
Compound
false
11749
170
1
Compound
false
11750
901
1
Compound
false
2928
1562
2.7.7.13
2963
false
PW_R002963
Right
11754
1038
1
Compound
false
11755
146
1
Compound
false
11756
40034
1
Compound
false
11757
861
1
Compound
false
11758
143
1
Compound
false
2930
1564
1.1.1.271
2962
false
PW_R002962
Right
11751
901
1
Compound
false
11752
1420
1
Compound
true
11753
1038
1
Compound
false
2929
1563
4.2.1.47
114
PW_RCT000114
Right
691
114
40952
Compound
1
107
692
114
1549
ProteinComplex
1
108
693
114
40951
Compound
1
108
694
114
1550
ProteinComplex
1
108
114
15859
40951
3
false
550
645
10
regular
100
110
15860
40941
3
false
1000
640
10
regular
100
120
15902
40952
107
3
false
185
652
10
regular
100
100
15904
40951
3
false
1450
645
10
regular
100
110
15905
2722
3
false
1925
645
10
regular
100
110
15910
986
54
false
1882
970
10
regular
50
30
15911
40034
55
false
2037
946
10
regular
78
78
15912
170
45
false
2036
1218
10
regular
63
43
15913
901
3
false
1924
1425
10
regular
100
120
15914
1420
49
false
1315
1529
10
regular
78
78
15915
1038
3
false
1109
1422
10
regular
100
130
15920
146
62
false
999
1554
10
regular
50
30
15921
40034
55
false
970
1359
10
regular
78
78
15922
861
3
false
805
1190
10
regular
100
100
15923
143
61
false
739
1350
10
regular
50
30
7939
5851
101
2
false
750
665
8
subunit
regular
150
70
7970
7464
108
2
false
520
927
8
subunit
regular
150
70
7971
7464
108
2
false
515
470
8
subunit
regular
150
70
7972
7147
109
77
false
335
595
8
subunit
regular
160
80
7973
7146
109
76
false
340
725
8
subunit
regular
150
70
7974
6697
109
77
false
335
660
8
subunit
regular
160
80
7976
5851
101
2
false
1200
667
8
subunit
regular
150
70
7977
6431
2
false
1655
665
8
subunit
regular
150
70
7979
6430
2
false
1898
1062
8
subunit
regular
150
70
7980
6513
101
2
false
784
1453
8
subunit
regular
150
70
947996
6208
117
2
false
1509
1450
8
subunit
regular
150
70
6379
1559
570
7842
7939
6402
1549
570
108
7875
7970
6403
1550
570
108
7876
7971
6404
1560
570
109
7877
7972
7878
7973
7879
7974
6406
1559
570
7881
7976
6407
1561
570
7882
7977
6409
1562
570
7884
7979
6410
1564
570
7885
7980
802871
1563
570
117
943876
947996
24145
M650 700 C680 700 720 700 750 700
5
false
18
true
M 25.946855044164835 13.26155629629604 L 11 12 L 17.380887721185843 25.575134323078345
false
24146
M1000 700 C970 700 930 700 900 700
5
false
18
true
M 25.946855044164835 13.26155629629604 L 11 12 L 17.380887721185843 25.575134323078345
false
24211
M285 702 C315 702 305 700 335 700
5
false
18
24212
M550 700 C520 700 525 700 495 700
5
false
18
true
M 25.946855044164835 13.26155629629604 L 11 12 L 17.380887721185843 25.575134323078345
false
24213
M516 962 C416 958 419 937 415 795
5
false
18
24214
M515 505 C437 505 414 531 415 595
5
false
18
true
M 25.946855044164835 13.26155629629604 L 11 12 L 17.380887721185843 25.575134323078345
false
false
false
24217
M1100 700 C1140 700 1172 701 1200 702
5
false
18
24218
M1450 700 C1411 701 1392 701 1350 702
5
false
18
true
M 25.946855044164835 13.26155629629604 L 11 12 L 17.380887721185843 25.575134323078345
false
24219
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