Details of Metabolite

General Information of MET (ID: META00380)
Name Guanosine diphosphate mannose
Synonyms   Click to Show/Hide Synonyms of This Metabolite
Diphosphate mannose, guanosine; Diphosphomannose, guanosine; GDP Mannose; GDP-D-Mannose; GDP-Glucose; GDP-Mannose; GDP-alpha-D-Mannose', Guanosine 5'-(trihydrogen diphosphate), mono-a-D-mannopyranosyl ester, uGuanosine 5'-(trihydrogen diphosphate), mono-\u03b1-D-mannopyranosyl ester, Guanosine 5'-(trihydrogen diphosphoric acid), mono-a-D-mannopyranosyl ester, Guanosine 5'-(trihydrogen diphosphoric acid), mono-alpha-D-mannopyranosyl ester, uGuanosine 5'-(trihydrogen diphosphoric acid), mono-\u03b1-D-mannopyranosyl ester, 'Guanosine pyrophosphoric acid mannose; GDPmannose', Guanosine 5'-(trihydrogen diphosphate), mono-alpha-D-mannopyranosyl ester, 'Guanosine diphosphomannose; Guanosine diphosphate mannose; Guanosine diphosphoric acid mannose; Guanosine pyrophosphate mannose; Mannose, guanosine diphosphate; Mannose, guanosine pyrophosphate; Pyrophosphate mannose, guanosine
Source Aromatic heteropolycyclic compounds
Structure Type   Purine nucleotide sugars  (Click to Show/Hide the Complete Structure Type Hierarchy)
Nucleosides, nucleotides, and analogues
Purine nucleotides
Purine nucleotide sugars
PubChem CID
18396
HMDB ID
HMDB0001163
Formula
C16H25N5O16P2
Structure
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3D MOL 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
KEGG ID
C00096
ChEBI ID
15820
FooDB ID
FDB012326
ChemSpider ID
17372
METLIN ID
6045
Physicochemical Properties Molecular Weight 605.3411 Topological Polar Surface Area N.A.
XlogP N.A. Complexity N.A.
Heavy Atom Count N.A. Rotatable Bond Count N.A.
Hydrogen Bond Donor Count N.A. Hydrogen Bond Acceptor Count N.A.
Function
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. GDP-mannose is also synthesized from mannose 1-phosphate via the enzyme ATP-mannose-1-phosphate-guanyltransferase and GTP.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Drug/metabolite transporter (DMT)
            Homolog of Fringe connection protein 1 (HFRC1) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [1]
                      Introduced Variation Overexpression of SLC35D2
                      Induced Change Guanosine diphosphate mannose concentration: increase (FC = 1.9)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that overexpression of SLC35D2 leads to the increase of guanosine diphosphate mannose levels compared with control group.
      Pore-forming PNC peptide (PNC)
            Cellular tumor antigen p53 (TP53) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [2]
                      Introduced Variation Knockout of TP53
                      Induced Change Guanosine diphosphate mannose concentration: decrease (Log2 FC=0.82)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Colon cancer [ICD-11: 2B90]
                      Details It is reported that knockout of TP53 leads to the decrease of guanosine diphosphate mannose levels compared with control group.
References
1 Molecular cloning and characterization of a human multisubstrate specific nucleotide-sugar transporter homologous to Drosophila fringe connection. J Biol Chem. 2004 Jun 18;279(25):26469-74.
2 Integrative omics analysis of p53-dependent regulation of metabolism. FEBS Lett. 2018 Feb;592(3):380-393.

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