Incorporation of [H-2(1)]-(1R,2R)- and [H-2(1)]-(1S,2R)-glycerols into the antibiotic nucleocidin in Streptomyces calvus

作者:Feng Xuan; Al Maharik Nawaf; Bartholome Axel; Janso Jeffrey E; Reilly Usa; O'Hagan David*
来源:Organic and Biomolecular Chemistry, 2017, 15(38): 8006-8008.
DOI:10.1039/c7ob02163a

摘要

Deuterium incorporations from [H-2(1)]-(1R,2R) and [H-2(1)]-(1S,2R) glycerols into the fluorine containing antibiotic nucleocidin, in Streptomyces calvus indicate that one deuterium atom is incorporated at the C-5' site of nucleocidin from each of these isotopomers of glycerol. Two deuteriums become incorporated at C-5' of nucleocidin after a feeding experiment with [H-2(5)]-glycerol. These observations indicate that there is no obligate oxidation of the pro-R hydroxymethyl group of glycerol as it progresses through the pentose phosphate pathway and becomes incorporated into the fluorinated antibiotic.

  • 出版日期2017-10-14