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Information on EC 1.1.1.271 - GDP-L-fucose synthase and Organism(s) Homo sapiens

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     1 Oxidoreductases
         1.1 Acting on the CH-OH group of donors
             1.1.1 With NAD+ or NADP+ as acceptor
                1.1.1.271 GDP-L-fucose synthase
IUBMB Comments
Both human and Escherichia coli enzymes can use NADH in place of NADPH to a slight extent.
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This record set is specific for:
Homo sapiens
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The taxonomic range for the selected organisms is: Homo sapiens
The enzyme appears in selected viruses and cellular organisms
Synonyms
tsta3, fx protein, gdp-l-fucose synthase, gdp-fucose synthetase, transplantation antigen p35b, gdp-4-keto-6-deoxy-d-mannose epimerase/reductase, gdp-4-keto-6-deoxy-d-mannose-3,5-epimerase-4-reductase, gdp-4-keto-6-deoxymannose-3,5-epimerase-4-reductase, gdp-fucose synthase, gdp-keto-6-deoxymannose 3,5-epimerase/4-reductase, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
FX protein
GDP-4-keto-6-D-deoxymannose epimerase-reductase
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GDP-4-keto-6-deoxy-D-mannose epimerase-reductase
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GDP-4-keto-6-deoxy-D-mannose-3,5-epimerase-4-reductase
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GDP-4-keto-6-deoxy-mannose-3,5-epimerase-4-reductase
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GDP-4-keto-6-deoxymannose 3,5-epimerase 4-reductase
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GDP-4-keto-6-deoxymannose 3,5-epimerase-4-reductase
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GDP-4-keto-6-deoxymannose epimerase-reductase
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GDP-Fuc synthase
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GDP-fucose synthetase
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GDP-fucose-synthesizing enzyme FX
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GDP-L-fucose synthetase
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guanosine diphosphofucose synthetase
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Red cell NADP(H)-binding protein
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Transplantation antigen P35B
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Tum-P35B antigen
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
oxidation
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redox reaction
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reduction
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SYSTEMATIC NAME
IUBMB Comments
GDP-beta-L-fucose:NADP+ 4-oxidoreductase (3,5-epimerizing)
Both human and Escherichia coli enzymes can use NADH in place of NADPH to a slight extent.
CAS REGISTRY NUMBER
COMMENTARY hide
113756-18-6
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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
GDP-4-dehydro-6-deoxy-alpha-D-mannose + NADPH + H+
GDP-beta-L-fucose + NADP+
show the reaction diagram
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the enzyme synthesizes GDP-L-fucose from its substrate GDP-4-keto-6-deoxy-D-mannose. The reaction involves epimerization at both C-3 and C-5 followed by an NADPH-dependent reduction of the carbonyl at C-4
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?
GDP-4-dehydro-alpha-D-rhamnose + NADPH + H+
GDP-beta-L-fucose + NADP+
show the reaction diagram
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?
GDP-4-keto-6-deoxy-D-mannose + NADPH
GDP-6-deoxy-L-galactose + NADP+
show the reaction diagram
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?
additional information
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fucosylation is regulated by complicated mechanisms that involve several factors: fucosyltransferases, GDP-fucose transporter, and GDP-fucose-synthetic enzymes, such as GDP-mannose 4,6-dehydratase, GDP-4-keto-6-deoxy-mannose-3,5-epimerase-4-reductase, and GDP-fucose pyrophosphorylase, fucose metabolism, overview
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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
GDP-4-dehydro-alpha-D-rhamnose + NADPH + H+
GDP-beta-L-fucose + NADP+
show the reaction diagram
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?
additional information
?
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fucosylation is regulated by complicated mechanisms that involve several factors: fucosyltransferases, GDP-fucose transporter, and GDP-fucose-synthetic enzymes, such as GDP-mannose 4,6-dehydratase, GDP-4-keto-6-deoxy-mannose-3,5-epimerase-4-reductase, and GDP-fucose pyrophosphorylase, fucose metabolism, overview
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
NADPH
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
6-alkynyl-fucose
competitive inhibitor, potently and selectively inhibits the enzyme
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
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increased enzyme expression compared with adjacent tissue or the tissue of healthy livers, quantitative RT-PCR expression analysis, overview
Manually annotated by BRENDA team
the enzyme is aberrantly upregulated in human hepatoma
Manually annotated by BRENDA team
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
drug target
6-alkynyl-fucose effectively suppresses invasion of hepatoma cells, particularly for Fuc-high hepatoma, suggesting that this fucose analog can be used to suppress cancer metastasis by blocking aberrant fucosylation in cancer cells
physiological function
GDP-L-fucose synthase is an CD4+ T cell-specific autoantigen in DRB3*02:02 multiple sclerosis patients
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION?
FCL_HUMAN
321
0
35893
Swiss-Prot
other Location (Reliability: 2)
A0A140VKC8_HUMAN
321
0
35893
TrEMBL
other Location (Reliability: 2)
E9PKL9_HUMAN
268
0
29667
TrEMBL
other Location (Reliability: 2)
SUBUNIT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
tetramer
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two homodimers, each subunit consists of two domains, a Rossmann-fold NADPH-binding motif and a carboxyl terminal domain, quaternary structure and intermolecular contacts, overview
CRYSTALLIZATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
hanging-drop vapor diffusion method, with and without NADP+
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purified recombinant enzyme, hanging drop vapor diffusion method, 5 mg/ml protein in 20 mM Tris-HCl, pH 8.0, and 100 mM NaCl, is mixed with well solution containing 100 mM Tris, pH 8.0, 30% PEG monomethyl ether 2000, X-ray diffraction structure determination and analysis at 2.37 A resolution, molecular replacement
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PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
recombinant N-terminally His6-tagged enzyme from Escherichia coli by nickel affinity chromatography and gel filtration
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CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
gene fx, expression of the N-terminally His6-tagged enzyme in Escherichia coli
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quantitative RT-PCR expression analysis of the enzyme in liver and hepatocarcinomas, overview
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EXPRESSION
ORGANISM
UNIPROT
LITERATURE
the enzyme is aberrantly upregulated in human hepatoma
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Ohyama, C.; Smith, P.L.; Angata, K.; Fukuda, M.N.; Lowe, J.B.; Fukuda, M.
Molecular cloning and expression of GDP-D-mannose-4,6-dehydratase, a key enzyme for fucose metabolism defective in Lec13 cells
J. Biol. Chem.
273
14582-14587
1998
Homo sapiens
Manually annotated by BRENDA team
Moriwaki, K.; Noda, K.; Nakagawa, T.; Asahi, M.; Yoshihara, H.; Taniguchi, N.; Hayashi, N.; Miyoshi, E.
A high expression of GDP-fucose transporter in hepatocellular carcinoma is a key factor for increases in fucosylation
Glycobiology
17
1311-1320
2007
Homo sapiens
Manually annotated by BRENDA team
Zhou, H.; Sun, L.; Li, J.; Xu, C.; Yu, F.; Liu, Y.; Ji, C.; He, J.
The crystal structure of human GDP-L-fucose synthase
Acta Biochim. Biophys. Sin. (Shanghai)
45
720-725
2013
Homo sapiens
Manually annotated by BRENDA team
Kizuka, Y.; Nakano, M.; Yamaguchi, Y.; Nakajima, K.; Oka, R.; Sato, K.; Ren, C.T.; Hsu, T.L.; Wong, C.H.; Taniguchi, N.
An alkynyl-fucose halts hepatoma cell migration and invasion by inhibiting GDP-fucose-synthesizing enzyme FX, TSTA3
Cell Chem. Biol.
24
1467-1478
2017
Homo sapiens (Q13630)
Manually annotated by BRENDA team
Planas, R.; Santos, R.; Tomas-Ojer, P.; Cruciani, C.; Lutterotti, A.; Faigle, W.; Schaeren-Wiemers, N.; Espejo, C.; Eixarch, H.; Pinilla, C.; Martin, R.; Sospedra, M.
GDP-L-fucose synthase is a CD4+ T cell-specific autoantigen in DRB3*02 02 patients with multiple sclerosis
Sci. Transl. Med.
10
eaat4301
2018
Homo sapiens (Q13630), Homo sapiens
Manually annotated by BRENDA team