Metabolite Card

Formula: C16H25N5O15P2 (589.0822)
SMILES: 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

Synonyms [en]

GDP-L-fucose; GDP-beta-L-fucose; Guanosine diphosphofucose; Gdp fucose; Guanosine Diphosphate Fucose; GDP-fucose

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

GDP-L-fucose. 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000011463). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

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).

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 15839-70-0
  • CAS Registry Number: NA
  • PubChem: 10918995
  • PubChem: 135398655
  • PubChem: 135412609
  • PubChem: 439211
  • ChEBI: ChEBI:13332
  • ChEBI: ChEBI:17009
  • HMDB: HMDB0001095
  • KEGG: C00325
  • NCBI MeSH: Guanosine Diphosphate Fucose
  • DrugBank: DB18689
  • RefMet: RM0157860
  • MoNA: PR100566
  • MoNA: PS024501
  • MoNA: PS024502
  • MoNA: PS024503
  • MoNA: PS024504
  • MoNA: PS024505
  • MoNA: PS024506
  • Metlin: METLIN_4187
  • Metlin: METLIN_63158
  • Coconut NaturalProduct: CNP0101746.1
  • Coconut NaturalProduct: CNP0101746.2
  • Coconut NaturalProduct: CNP0101746.3
  • Coconut NaturalProduct: CNP0101746.4
  • Coconut NaturalProduct: CNP0222027.1
  • Coconut NaturalProduct: CNP0222027.2
  • Coconut NaturalProduct: CNP0222027.3
  • Coconut NaturalProduct: CNP0595309.2

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R01951 2.7.7.30 GTP:beta-L-fucose-1-phosphate guanylyltransferase
KEGG:R03519 2.4.1.152 GDP-L-fucose:1,4-beta-D-galactosyl-N-acetyl-D-glucosaminyl-R 3-L-fucosyltransferase
KEGG:R04081 2.4.1.69 GDP-L-fucose:beta-D-galactosyl-R 2-fucosyltransferase
KEGG:R04553 2.4.1.65 GDP-L-fucose:beta-D-galactosyl-N-acetyl-D-glucosaminyl-R 4-fucosyltransferase
KEGG:R04646 C04910 + C00325<=>C06131 + C00035
KEGG:R05106 C06129 + C00325<=>C06132 + C00035
KEGG:R05692 1.1.1.271 GDP-L-fucose:NADP+ 4-oxidoreductase (3,5-epimerizing)
KEGG:R07060 1.1.1.271 C14830 + C00005 + C00080<=>C00325 + C00006
KEGG:R10439 2.4.1.308 GDP-beta-L-fucose:beta-D-Gal-(1->3)-alpha-D-GalNAc-(1->3)-alpha-D-GalNAc-diphospho-ditrans,octacis-undecaprenol alpha-1,2-fucosyltransferase
KEGG:R11601 2.4.1.344 GDP-beta-L-fucose:beta-D-galactosyl-(1->4)-N-acetyl-beta-D-glucosaminyl-R alpha-(1,2)-L-fucosyltransferase (configuration-inverting)
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Organism Source

Taxonomy Source

  1. Arabidopsis thaliana [ncbi taxid: 3702]

Pathway Synthetic

pathway id name
PathBank:SMP0000842 Mannose Metabolism
PathBank:SMP0000967 Colanic Acid Building Blocks Biosynthesis
PathBank:SMP0120625 Fructosuria
PathBank:SMP0000064 Fructose and Mannose Degradation
PathBank:SMP0087197 Fructose and Mannose Degradation
PathBank:SMP0120657 Fructose Intolerance, Hereditary
PathBank:SMP0000725 Fructose Intolerance, Hereditary
PathBank:SMP0012444 Mannose Metabolism
PathBank:SMP0120844 Fructosuria
PathBank:SMP0120876 Fructose Intolerance, Hereditary
PathBank:SMP0000561 Fructosuria
PathBank:SMP0087296 Fructose and Mannose Degradation
PathBank:SMP0063614 Fructose and Mannose Degradation
View All Pathways