Desosamine

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Desosamine
Desosamine.png
Names
IUPAC name
(2R,3S,5R)-3-Dimethylamino-2,5-dihydroxyhexanal
Identifiers
5779-39-5 YesY
ChEBI CHEBI:32540 YesY
ChemSpider 147813 YesY
Jmol 3D model Interactive image
PubChem 168997
Properties
C8H17NO3
Molar mass 175.23 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Desosamine is a 3-(dimethylamino)-3,4,6-trideoxyhexose found in certain macrolide antibiotics such as the commonly prescribed erythromycin.[1][2]

Biosynthesis[edit]

Six enzymes are required for its biosynthesis from TDP-glucose in Streptomyces venezuelae.[1]

References[edit]

  1. ^ a b Rodríguez E, Peirú S, Carney JR, Gramajo H (March 2006). "In vivo characterization of the dTDP-D-desosamine pathway of the megalomicin gene cluster from Micromonospora megalomicea". Microbiology (Reading, Engl.). 152 (Pt 3): 667–73. doi:10.1099/mic.0.28680-0. PMID 16514147. 
  2. ^ Flickinger MC, Perlman D (April 1975). "Microbial degradation of erythromycins A and B". J. Antibiot. 28 (4): 307–11. doi:10.7164/antibiotics.28.307. PMID 1150530.