Characterization of the Gene Cluster CYP264B1‐ geo A from Sorangium cellulosum So ce56: Biosynthesis of (+)‐Eremophilene and Its Hydroxylation

Terpenoids can be found in almost all forms of life; however, the biosynthesis of bacterial terpenoids has not been intensively studied. This study reports the identification and functional characterization of the gene cluster CYP264B1– geo A from Sorangium cellulosum So ce56. Expression of the enzy...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Chembiochem : a European journal of chemical biology 2015-01, Vol.16 (2), p.337-344
Hauptverfasser: Schifrin, Alexander, Ly, Thuy T. B., Günnewich, Nils, Zapp, Josef, Thiel, Verena, Schulz, Stefan, Hannemann, Frank, Khatri, Yogan, Bernhardt, Rita
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:Terpenoids can be found in almost all forms of life; however, the biosynthesis of bacterial terpenoids has not been intensively studied. This study reports the identification and functional characterization of the gene cluster CYP264B1– geo A from Sorangium cellulosum So ce56. Expression of the enzymes and synthesis of their products for NMR analysis and X‐ray diffraction were carried out by employing an Escherichia coli whole‐cell conversion system that provides the geoA substrate farnesyl pyrophosphate through simultaneous overexpression of the mevalonate pathway genes. The geoA product was identified as a novel sesquiterpene, and assigned NMR signals unambiguously proved that geoA is an (+)‐eremophilene synthase. The very tight binding of (+)‐eremophilene (∼0.40 μ M ), which is also available in S. cellulosum So ce56, and its oxidation by CYP264B1 suggest that the CYP264B1– geo A gene cluster is required for the biosynthesis of (+)‐eremophilene derivatives.
ISSN:1439-4227
1439-7633
DOI:10.1002/cbic.201402443