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MetaCyc Compound: D-glucosamine 1-phosphate

Synonyms: glucosamine-1P, α-D-glucosamine 1P, α-D-glucosamine 1-phosphate

Chemical Formula: C6H13NO8P

Molecular Weight: 258.14 Daltons

Monoisotopic Molecular Weight: 259.0457029414 Daltons

D-glucosamine 1-phosphate compound structure

SMILES: C(O)C1(OC(OP(=O)([O-])[O-])C([N+])C(O)C(O)1)

InChI: InChI=1S/C6H14NO8P/c7-3-5(10)4(9)2(1-8)14-6(3)15-16(11,12)13/h2-6,8-10H,1,7H2,(H2,11,12,13)/p-1/t2-,3-,4-,5-,6-/m1/s1

InChIKey: InChIKey=YMJBYRVFGYXULK-QZABAPFNSA-M

Unification Links: ChEBI:58516 , HMDB:HMDB01109 , IAF1260:47544 , KEGG:C06156 , PubChem:25243931

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): -262.3175 Inferred by computational analysis [Latendresse13]

Reactions known to consume the compound:

anhydromuropeptides recycling , UDP-N-acetyl-D-glucosamine biosynthesis I :
D-glucosamine 1-phosphate + acetyl-CoA → N-acetyl-α-D-glucosamine 1-phosphate + coenzyme A + H+

CMP-legionaminate biosynthesis I :
D-glucosamine 1-phosphate + GTP + H+ → GDP-D-glucosamine + diphosphate

Reactions known to both consume and produce the compound:

anhydromuropeptides recycling , CMP-legionaminate biosynthesis I , UDP-N-acetyl-D-glucosamine biosynthesis I :
D-glucosamine 6-phosphate ↔ D-glucosamine 1-phosphate

In Reactions of unknown directionality:

Not in pathways:
glucosamine 1,6-diphosphate + a phosphoglucosamine mutase = D-glucosamine 1-phosphate + a phosphorylated phosphoglucosamine mutase

This compound has been characterized as an alternative substrate of the following enzymes: phosphoacetylglucosamine mutase , UDP-N-acetylglucosamine pyrophosphorylase , GDP-glucosamine N-acetyltransferase


References

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 Wed Jul 29, 2015, biocyc12.