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Dissection of the Late Steps in Aureothin Biosynthesis
Author(s) -
Müller Markus,
He Jing,
Hertweck Christian
Publication year - 2006
Publication title -
chembiochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.05
H-Index - 126
eISSN - 1439-7633
pISSN - 1439-4227
DOI - 10.1002/cbic.200500161
Subject(s) - biosynthesis , polyketide , regioselectivity , stereochemistry , derivative (finance) , chemistry , pyrone , computational biology , methylation , combinatorial chemistry , biochemistry , biology , gene , financial economics , economics , catalysis
Part of the queue . Biosynthesis of the cytostatic polyketide aureothin ( 1 ) in Streptomyces thioluteus was found to involve two tailoring steps (see scheme). Mutational biosynthesis of nor ‐deoxyaureothin (α‐ 2 ) and a hydroxylated derivative ( 3 ), together with biotransformation experiments revealed a well‐defined order for the polyketide‐tailoring steps. Regioselective γ‐pyrone methylation was found to be the penultimate biosynthetic step prior to furan‐ring formation.