| Revision as of 14:36, 10 March 2010 editPdcook (talk | contribs)Autopatrolled, Extended confirmed users, Pending changes reviewers, Rollbackers35,959 edits merge content from GDP-4-keto-6-deoxymannose-4-aminotransferase← Previous edit | Revision as of 14:34, 29 April 2010 edit undoPdcook (talk | contribs)Autopatrolled, Extended confirmed users, Pending changes reviewers, Rollbackers35,959 edits →Biosynthesis: no 3 deoxyNext edit → | ||
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| ==Biosynthesis== | ==Biosynthesis== | ||
| Its biosynthesis from ] follows a pathway similar to that of ], but is different in that it is ] and does not undergo |
Its biosynthesis from ] follows a pathway similar to that of ], but is different in that it is ] and does not undergo 3-OH deoxygenation or C-5 epimerization.<ref name="Albermann>{{cite journal |author=Albermann C, Piepersberg W |title=Expression and identification of the RfbE protein from Vibrio cholerae O1 and its use for the enzymatic synthesis of GDP-D-perosamine |journal=Glycobiology |volume=11 |issue=8 |pages=655–61 |year=2001 |month=August |pmid=11479276 |doi= |url=http://glycob.oxfordjournals.org/cgi/pmidlookup?view=long&pmid=11479276 |accessdate=2010-01-24}}</ref> | ||
| ===GDP-4-keto-6-deoxymannose-4-aminotransferase (GDP-perosamine synthase)=== | ===GDP-4-keto-6-deoxymannose-4-aminotransferase (GDP-perosamine synthase)=== | ||
Revision as of 14:34, 29 April 2010
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| Names | |
|---|---|
| IUPAC name (2S,3S,4R,5R)-4-amino-2,3,5-trihydroxyhexanal | |
| Other names 4-Amino-4,6-dideoxy-D-mannose | |
| Identifiers | |
| CAS Number | |
| 3D model (JSmol) | |
| PubChem CID | |
| CompTox Dashboard (EPA) | |
SMILES
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| Properties | |
| Chemical formula | C6H13NO4 |
| Molar mass | 163.172 g/mol |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox 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 cholarae 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.
Biosynthesis
Its biosynthesis from mannose-1-phosphate follows a pathway similar to that of colitose, but is different in that it is aminated and does not undergo 3-OH deoxygenation or C-5 epimerization.
GDP-4-keto-6-deoxymannose-4-aminotransferase (GDP-perosamine synthase)
GDP-perosamine synthase is a PLP-dependent enzyme that transfers a nitrogen from glutamate to the 4-keto position of GDP-4-keto-6-deoxymannose during the biosynthesis of GDP-perosamine.
References
- ^ Samuel G, Reeves P (2003). "Biosynthesis of O-antigens: genes and pathways involved in nucleotide sugar precursor synthesis and O-antigen assembly". Carbohydr. Res. 338 (23): 2503–19. doi:10.1016/j.carres.2003.07.009. PMID 14670712.
- Pawlak J, Sowiński P, Borowski E, Gariboldi P (1995). "Stereostructure of perimycin A". J. Antibiot. 48 (9): 1034–8. PMID 7592049. Retrieved 2010-01-24.
{{cite journal}}: Unknown parameter|month=ignored (help)CS1 maint: multiple names: authors list (link) - Albermann C, Piepersberg W (2001). "Expression and identification of the RfbE protein from Vibrio cholerae O1 and its use for the enzymatic synthesis of GDP-D-perosamine". Glycobiology. 11 (8): 655–61. PMID 11479276. Retrieved 2010-01-24.
{{cite journal}}: Unknown parameter|month=ignored (help)
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