Chemical synthesis of the organoarsenical antibiotic arsinothricin.
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ABSTRACT:
SUBMITTER: Howlader AH
PROVIDER: S-EPMC9043123 | biostudies-literature | 2021 Oct
REPOSITORIES: biostudies-literature
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Chemical synthesis of the organoarsenical antibiotic arsinothricin.
Howlader A Hasan AH Suzol Sazzad H SH Nadar Venkadesh Sarkarai VS Galván Adriana Emilce AE Nedovic Aleksandra A Cudic Predrag P Rosen Barry P BP Yoshinaga Masafumi M Wnuk Stanislaw F SF
RSC advances 20211001 56
We report two routes of chemical synthesis of arsinothricin (AST), the novel organoarsenical antibiotic. One is by condensation of the 2-chloroethyl(methyl)arsinic acid with acetamidomalonate, and the second involves reduction of the <i>N</i>-acetyl protected derivative of hydroxyarsinothricin (AST-OH) and subsequent methylation of a trivalent arsenic intermediate with methyl iodide. The enzyme AST <i>N</i>-acetyltransferase (ArsN1) was utilized to purify l-AST from racemic AST. This chemical sy ...[more]
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