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MetaCyc Compound: 2-O-(α-D-glucopyranosyl)-3-phospho-D-glycerate

Synonyms: glucosyl-3-phsophoglycerate, 2-(α-D-glucopyranosyl)-3-phospho-D-glycerate

Superclasses: a glycerate

Citations: [Costa06]

Chemical Formula: C9H14O12P

Molecular Weight: 345.18 Daltons

Monoisotopic Molecular Weight: 348.0457625209 Daltons

2-<i>O</i>-(α-D-glucopyranosyl)-3-phospho-D-glycerate compound structure

SMILES: C(C(C([O-])=O)OC1(C(C(C(C(O1)CO)O)O)O))OP([O-])([O-])=O

InChI: InChI=1S/C9H17O12P/c10-1-3-5(11)6(12)7(13)9(20-3)21-4(8(14)15)2-19-22(16,17)18/h3-7,9-13H,1-2H2,(H,14,15)(H2,16,17,18)/p-3/t3-,4?,5-,6+,7-,9-/m1/s1

InChIKey: InChIKey=RJDBNSZFZDWPFL-VFGZTOMLSA-K

Unification Links: ChEBI:62600 , PubChem:25201949

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): -389.39285 Inferred by computational analysis [Latendresse13]

Reactions known to consume the compound:

glucosylglycerate biosynthesis I :
2-O-(α-D-glucopyranosyl)-3-phospho-D-glycerate + H2O → 2-O-(α-D-glucopyranosyl)-D-glycerate + phosphate

mannosylglucosylglycerate biosynthesis I :
GDP-α-D-mannose + 2-O-(α-D-glucopyranosyl)-3-phospho-D-glycerate → GDP + 2-[2-O-(α-D-mannopyranosyl)-α-D-glucopyranosyl]-3-phospho-D-glycerate + H+

Reactions known to produce the compound:

glucosylglycerate biosynthesis I :
GDP-α-D-glucose + 3-phospho-D-glycerate → 2-O-(α-D-glucopyranosyl)-3-phospho-D-glycerate + GDP + H+

mannosylglucosylglycerate biosynthesis I :
UDP-α-D-glucose + 3-phospho-D-glycerate → 2-O-(α-D-glucopyranosyl)-3-phospho-D-glycerate + UDP + H+

In Reactions of unknown directionality:

Not in pathways:
an NDP-α-D-glucose + 3-phospho-D-glycerate = 2-O-(α-D-glucopyranosyl)-3-phospho-D-glycerate + a nucleoside diphosphate + H+

This compound has been characterized as an alternative substrate of the following enzymes: glucosyl-3-phosphoglycerate phosphatase


References

Costa06: Costa J, Empadinhas N, Goncalves L, Lamosa P, Santos H, da Costa MS (2006). "Characterization of the biosynthetic pathway of glucosylglycerate in the archaeon Methanococcoides burtonii." J Bacteriol 188(3);1022-30. PMID: 16428406

Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."


Report Errors or Provide Feedback
Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
Page generated by SRI International Pathway Tools version 19.0 on Thu Aug 27, 2015, biocyc14.