Perosamine

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ImageFile = Perosamine.png ImageSize = 200px
IUPACName = ("2S,3S,4R,5R")-4-Amino-2,3,5-trihydroxyhexanal
OtherNames = 4-Amino-4,6-dideoxy-D-mannose
Section1 = Chembox Identifiers
CASNo = 31348-80-8
PubChem = 161706
SMILES = C [C@H] ( [C@H] ( [C@@H] ( [C@@H] (C=O)O)O)N)O
Section2 = Chembox Properties
Formula = C₆H₁₃NO₄
MolarMass = 163.172 g/mol
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Section3 = Chembox Hazards
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Perosamine is a 4-aminodeoxysugar that is found in the "O"-antigen of "Vibrio cholarae" "O"1 and "E. coli" "O"157:H7. Its biosynthesis from mannose follows a pathway similar to that of colitose, but is different in that it is aminated and does not undergo a C-5 epimerization. [Albermann C, Piepersberg W. "Expression and identification of the RfBE protein from "Vibrio cholerae" O1 and its use for the enzymatic synthesis of GDP-D-perosamine." Glycobiology (2001) 11:655-661.]

The final enzyme in the pathway, GDP-D-perosamine synthase, is a PLP-dependent enzyme that transfers an amino group from glutamate to the C-4 position of the sugar.

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