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perosamine
Sign in to saveAlso known as 4-Amino-4,6-dideoxy-D-mannose
Perosamine (or GDP-perosamine) is a mannose-derived 4-aminodeoxysugar produced by some bacteria.
Chemical data
- Formula
- C6H13NO4
- Molecular weight
- 163.17 g/mol
- IUPAC name
- (2S,3S,4R,5R)-4-amino-2,3,5-trihydroxyhexanal
- SMILES
- C[C@H]([C@H]([C@@H]([C@@H](C=O)O)O)N)O
- InChIKey
- UEHGPSGGFKLPTD-KVTDHHQDSA-N
- XLogP
- -2.6
- Polar surface area
- 104 Ų
- H-bond donors
- 4
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 163.084458
Show 3 more facts
- chemical formula
- C₆H₁₃NO₄
- isomeric SMILES
- C[C@H]([C@H]([C@@H]([C@@H](C=O)O)O)N)O
- canonical SMILES
- CC(C(C(C(C=O)O)O)N)O
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
4 sectionsContents
- Biological role
- Biosynthesis
- GDP-4-keto-6-deoxymannose-4-aminotransferase (GDP-perosamine synthase)
- References
Perosamine (or GDP-perosamine) is a mannose-derived 4-aminodeoxysugar produced by some bacteria.
==Biological role== N-acetyl-perosamine is found in the O-antigen of Gram-negative bacteria such as Vibrio cholerae O1, E. coli O157:H7 and Caulobacter crescentus CB15. The sugar is also found in perimycin, an antibiotic produced by the Gram-positive organism Streptomyces coelicolor var. aminophilus.
Excerpted from Wikipedia’s “perosamine” article, available under the CC BY-SA 4.0 licence.