GDP-mannose (BioCAD00000011466)

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Metabolite Card

Formula: C16H25N5O16P2 (605.0772)
SMILES: 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

Synonyms [en]

Guanosine diphosphate mannose; GDP-alpha-D-mannose; GDP-mannose; GDP-D-mannose; Guanosine 5'-(trihydrogen diphosphate), mono-alpha-D-mannopyranosyl ester; Guanosine diphosphomannose

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

GDP-mannose. 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: BioCAD00000011466). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

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.

Cytoplasm
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 103301-73-1
  • CAS Registry Number: 3123-67-9
  • PubChem: 135398627
  • PubChem: 18396
  • ChEBI: ChEBI:15820
  • HMDB: HMDB0001163
  • KEGG: C00096
  • BioCyc: GDP-MANNOSE
  • NCBI MeSH: Guanosine Diphosphate Mannose
  • Wikipedia: Guanosine diphosphate mannose
  • Wikipedia: Guanosine_diphosphate_mannose
  • RefMet: RM0157861
  • MoNA: BAF_UVA_POS000519
  • MoNA: CCMSLIB00005464611
  • MoNA: MoNA024042
  • MoNA: MoNA024080
  • MoNA: PR100142
  • MoNA: PR100564
  • MoNA: PS024301
  • MoNA: PS024302
  • MoNA: PS024303
  • MoNA: PS024304
  • MoNA: PS024305
  • MoNA: PS024306
  • MoNA: PS024307
  • MoNA: PS024308
  • MoNA: PS024309
  • Metlin: METLIN_3674
  • Coconut NaturalProduct: CNP0334803.2

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R00880 1.1.1.132 GDP-D-mannose:NAD+ 6-oxidoreductase
KEGG:R00881 3.6.1.21 GDP-mannose mannophosphohydrolase
KEGG:R00883 2.7.7.22 GDP:D-mannose-1-phosphate guanylyltransferase
KEGG:R00885 2.7.7.13 GTP:alpha-D-mannose-1-phosphate guanylyltransferase
KEGG:R00887 2.4.1.- C00096 + C00464<=>C00035 + C00464
KEGG:R00888 4.2.1.47 GDP-alpha-D-mannose 4,6-hydro-lyase (GDP-4-dehydro-alpha-D-rhamnose-forming);
KEGG:R00889 5.1.3.18 GDP-mannose 3,5-epimerase
KEGG:R00890 2.4.1.- GDPmannose:mannan 1,4-beta-D-mannosyltransferase
KEGG:R01009 2.4.1.83 GDPmannose:dolichyl-phosphate O-beta-D-mannosyltransferase
KEGG:R03768 2.4.1.48 GDP-mannose:heteroglycan 2-alpha-D-mannosyltransferase
KEGG:R03769 2.4.1.48 GDP-mannose:heteroglycan 3-alpha-D-mannosyltransferase
KEGG:R03829 2.4.1.32 GDPmannose:glucomannan 1,4-beta-D-mannosyltransferase
KEGG:R03924 2.7.8.9 GDPmannose:phosphomannan mannosephosphotransferase
KEGG:R04082 2.4.1.110 GDP-alpha-D-mannose:queuosine in tRNA(Asp) O-4''-alpha-D-mannosyltransferase (configuration-retaining)
KEGG:R04331 2.4.1.- GDPmannose:chitobiosyldiphosphodolichol alpha-D-mannosyltransferase
KEGG:R04502 2.4.1.142 GDPmannose:chitobiosyldiphosphodolichol beta-D-mannosyltransferase
KEGG:R05002 2.4.1.132 GDPmannose:glycolipid 1,3-alpha-D-mannosyltransferase
KEGG:R05768 2.4.1.217 GDP-mannose:3-phosphoglycerate 3-a-D-mannosyltransferase
KEGG:R07257 2.4.1.54 GDP-mannose:undecaprenyl-phosphate D-mannosyltransferase
KEGG:R07672 5.1.3.18 GDP-mannose 5-epimerase
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Organism Source

Taxonomy Source

  1. Streptomyces coelicolor [ncbi taxid: 1902]

Pathway Synthetic

pathway id name
PathBank:SMP0000842 Mannose Metabolism
PathBank:SMP0000906 Amino Sugar and Nucleotide Sugar Metabolism II
PathBank:SMP0000967 Colanic Acid Building Blocks Biosynthesis
PathBank:SMP0120625 Fructosuria
PathBank:SMP0000064 Fructose and Mannose Degradation
PathBank:SMP0002331 Amino Sugar and Nucleotide Sugar Metabolism
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:SMP0012446 Ascorbate Metabolism
PathBank:SMP0063614 Fructose and Mannose Degradation
PathBank:SMP0002315 Mannose Metabolism
PathBank:SMP0002400 N-Glycan Biosynthesis
View All Pathways