GDP-L-fucose (BioCAD00000011463)
epidermis fibroblasts intestine kidney neuron placenta platelet prostate spleen plant natural products
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
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).
DBLinks
- CAS Registry Number: 15839-70-0
- PubChem CID: 439211
- ChEBI: 13332
- HMDB: HMDB0001095
- LipidMaps:
- KEGG: C00325
- BioCyc:
- NCBI MeSH: Guanosine Diphosphate Fucose
- Wikipedia:
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
- WishartLab ClassyFire: [Purine nucleotide sugars] Purine nucleotide sugars
- RefMet: [Purine rNDP] Purine rNDP
- ChEBI: [CHEBI:17009] GDP-L-fucose
- ChEBI: [CHEBI:13332] GDP-beta-L-fucose
- Coconut NaturalProduct: [Purine nucleos(t)ides] Purine nucleos(t)ides
- Coconut NaturalProduct: [Iridoids monoterpenoids] Iridoids monoterpenoids
| 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) |
Taxonomy Source
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 |