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: 260.05352797349997 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


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

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): -262.3175Inferred 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


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

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Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
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