Critical Intermediates Reveal New Biosynthetic Events in the Enigmatic Colibactin Pathway.
Chembiochem
; 16(12): 1715-9, 2015 Aug 17.
Article
em En
| MEDLINE
| ID: mdl-26052818
ABSTRACT
Colibactin is a potent genotoxin that induces DNA double-strand breaks; it is produced by Escherichia coli strains harboring a pks+ island. However, the structure of this compound remains elusive. Here, using transformation-associated recombination (TAR) cloning to perform heterologous expression, we took advantage of the significantly increased yield of colibactin pathway-related compounds to determine and isolate a series of vital (pre)colibactin intermediates. The chemical structures of compounds 8, 10 and 11 were identified by NMR and MS(n) analyses. The new 1H-pyrrolo[3,4-c]pyridine-3,6(2H,5H)-dione- and thiazole-containing compound 10 provides new insights regarding the biosynthetic pathway to (pre)colibactin and establishes foundations for future investigation of the intriguing (pre)colibactin structures and its modes of action.
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Texto completo:
1
Base de dados:
MEDLINE
Assunto principal:
Peptídeos
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Escherichia coli
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Policetídeos
Idioma:
En
Revista:
Chembiochem
Assunto da revista:
BIOQUIMICA
Ano de publicação:
2015
Tipo de documento:
Article