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Revision as of 10:50, 9 August 2011 editBeetstra (talk \| contribs)Edit filter managers, Administrators172,031 edits Script assisted update of identifiers for the Chem/Drugbox validation project (updated: 'ChEBI').← Previous edit		Revision as of 11:01, 9 August 2011 edit undoCheMoBot (talk \| contribs)Bots141,565 edits Updating {{chembox}} (no changed fields - added verified revid - updated 'DrugBank_Ref', 'UNII_Ref', 'ChEMBL_Ref', 'ChEBI_Ref', 'KEGG_Ref') per Chem/Drugbox validation (report [[Wikipedia_talk:WiNext edit →
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	{{chembox		{{chembox
	\| verifiedrevid = ~~400101907~~		\| verifiedrevid = 443850622
	\| ImageFile = GDP-mannose.png		\| ImageFile = GDP-mannose.png
	\| ImageSize =		\| ImageSize =
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	\| CASNo = 3123-67-9		\| CASNo = 3123-67-9
	\| PubChem = 18396		\| PubChem = 18396
			\| ChEBI_Ref = {{ebicite\|correct\|EBI}}
	\| ChEBI = 15820		\| ChEBI = 15820
	\| SMILES = O=P(O1O((O)(O)1O)CO)(O)OP(=O)(O)OC4O(n2c3NC(=N/C(=O)c3nc2)\N)(O)4O		\| SMILES = O=P(O1O((O)(O)1O)CO)(O)OP(=O)(O)OC4O(n2c3NC(=N/C(=O)c3nc2)\N)(O)4O
	\| MeSHName = Guanosine+Diphosphate+Mannose		\| MeSHName = Guanosine+Diphosphate+Mannose

Revision as of 11:01, 9 August 2011

Guanosine diphosphate mannose
Names

IUPAC name methyl (2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl dihydrogen diphosphate
Identifiers
CAS Number	3123-67-9
3D model (JSmol)	Interactive image
ChEBI	CHEBI:15820
ChemSpider	17372
MeSH	Guanosine+Diphosphate+Mannose
PubChem CID	18396
CompTox Dashboard (EPA)	DTXSID201027237
InChI InChI=1S/C16H25N5O16P2/c17-16-19-12-6(13(28)20-16)18-3-21(12)14-10(26)8(24)5(34-14)2-33-38(29,30)37-39(31,32)36-15-11(27)9(25)7(23)4(1-22)35-15/h3-5,7-11,14-15,22-27H,1-2H2,(H,29,30)(H,31,32)(H3,17,19,20,28)/t4-,5-,7-,8-,9+,10-,11+,14-,15-/m1/s1Key: MVMSCBBUIHUTGJ-GDJBGNAASA-N InChI=1/C16H25N5O16P2/c17-16-19-12-6(13(28)20-16)18-3-21(12)14-10(26)8(24)5(34-14)2-33-38(29,30)37-39(31,32)36-15-11(27)9(25)7(23)4(1-22)35-15/h3-5,7-11,14-15,22-27H,1-2H2,(H,29,30)(H,31,32)(H3,17,19,20,28)/t4-,5-,7-,8-,9+,10-,11+,14-,15-/m1/s1Key: MVMSCBBUIHUTGJ-GDJBGNAABK
SMILES O=P(O1O((O)(O)1O)CO)(O)OP(=O)(O)OC4O(n2c3NC(=N/C(=O)c3nc2)\N)(O)4O
Properties
Chemical formula	C₁₆H₂₅N₅O₁₆P₂
Molar mass	605.341 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Y verify (what is ?) Infobox references

Chemical compound

Guanosine diphosphate mannose or GDP-mannose is a nucleotide sugar that is a substrate for glycosyltransferase reactions in metabolism. This compound is a substrate for enzymes called mannosyltransferases.

Biosynthesis

GDP-mannose is produced from GTP and mannose-6-phosphate by the enzyme mannose-1-phosphate guanylyltransferase.

References

Samuel G, Reeves P (2003). "Biosynthesis of O-antigens: genes and pathways involved in nucleotide sugar precursor synthesis and O-antigen assembly". Carbohydr. Res. 338 (23): 2503–19. doi:10.1016/j.carres.2003.07.009. PMID 14670712.

See also

v t e Types of nucleotide sugars
CDP-glucose GDP-mannose TDP-glucose UDP-glucose UDP-galactose UDP-glucuronic acid UDP-N-acetylglucosamine

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