Chemistry:Guanosine diphosphate mannose

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Guanosine diphosphate mannose
GDP-mannose.svg
Names
IUPAC name
Guanosine 5′-(α-D-mannopyranosyl dihydrogen diphosphate)
Systematic IUPAC name
O1-{[(2R,3S,4R,5R)-5-(2-Amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl} O3-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] dihydrogen diphosphate
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
MeSH Guanosine+Diphosphate+Mannose
UNII
Properties
C16H25N5O16P2
Molar mass 605.341 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
Tracking categories (test):

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.

Known as donor of activated mannose in all glycolytic reactions, GDP-mannose is essential in eukaryotes.[1]

Biosynthesis

GDP-mannose is produced from GTP and mannose-6-phosphate by the enzyme mannose-1-phosphate guanylyltransferase.[2]

One of the enzymes from the family of nucleootidyl-transferases, GDP-Mannose Pyrophosphorylase (GDP-MP) is an pervasive enzyme found in bacteria, fungi, plants, and animals.[3]

References

  1. Stewart, James; Curtis, Joan; Spurck, Timothy P.; Ilg, Thomas; Garami, Attila; Baldwin, Tracey; Courret, Nathalie; McFadden, Geoffrey I. et al. (July 2005). "Characterisation of a Leishmania mexicana knockout lacking guanosine diphosphate-mannose pyrophosphorylase" (in en). International Journal for Parasitology 35 (8): 861–873. doi:10.1016/j.ijpara.2005.03.008. PMID 15936761. 
  2. "Biosynthesis of O-antigens: genes and pathways involved in nucleotide sugar precursor synthesis and O-antigen assembly". Carbohydrate Research 338 (23): 2503–19. 2003. doi:10.1016/j.carres.2003.07.009. PMID 14670712. 
  3. Pomel, Sébastien; Mao, Wei; Ha-Duong, Tâp; Cavé, Christian; Loiseau, Philippe M. (2019-05-31). "GDP-Mannose Pyrophosphorylase: A Biologically Validated Target for Drug Development Against Leishmaniasis". Frontiers in Cellular and Infection Microbiology 9: 186. doi:10.3389/fcimb.2019.00186. ISSN 2235-2988. PMID 31214516. 

See also