New aminocoumarin antibiotics derived from 4-hydroxycinnamic acid are formed after heterologous expression of a modified clorobiocin biosynthetic gene cluster.

Christine Anderle, Shu-Ming Li, Bernd Kammerer, Bertolt Gust, Lutz Heide
Author Information
  1. Christine Anderle: Pharmazeutisches Institut, Eberhard-Karls-Universität Tübingen, Auf der Morgenstelle 8, 72076 Tübingen, Germany.

Abstract

Three new aminocoumarin antibiotics, termed ferulobiocin, 3-chlorocoumarobiocin and 8'-dechloro-3-chlorocoumarobiocin, were isolated from the culture broth of a Streptomyces coelicolor M512 strain expressing a modified clorobiocin biosynthetic gene cluster. Structural analysis showed that these new aminocoumarins were very similar to clorobiocin, with a substituted 4-hydroxycinnamoyl moieties instead of the prenylated 4-hydroxybenzoyl moiety of clorobiocin. The possible biosynthetic origin of these moieties is discussed.

MeSH Term

Aminocoumarins
Anti-Bacterial Agents
Coumaric Acids
Culture Media
Gene Expression
Genes, Bacterial
Microbial Sensitivity Tests
Multigene Family
Novobiocin
Propionates
Streptomyces coelicolor

Chemicals

Aminocoumarins
Anti-Bacterial Agents
Coumaric Acids
Culture Media
Propionates
Novobiocin
clorobiocin
p-coumaric acid

Word Cloud

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