Characterization of the Gene Cluster CYP264B1‐geoA from Sorangium cellulosum So ce56: Biosynthesis of (+)‐Eremophilene and Its Hydroxylation |
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| Authors: | Alexander Schifrin Dr Thuy T B Ly Dr Nils Günnewich Dr Josef Zapp Dr Verena Thiel Prof Dr Stefan Schulz Dr Frank Hannemann Dr Yogan Khatri Prof Dr Rita Bernhardt |
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| Affiliation: | 1. Universit?t des Saarlandes, Biochemie, Campus B2.2, 66123 Saarbrücken (Germany);2. Institute of Biotechnology, Vietnam Academy of Science and Technology (VAST), 18‐Hoang Quoc Viet, Hanoi (Vietnam);3. Universit?t des Saarlandes, Pharmazeutische Biologie, Campus C2.2, 66123 Saarbrücken (Germany);4. Technische Universit?t Braunschweig, Institut für Organische Chemie, Hagenring 30,38106 Braunschweig (Germany) |
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| Abstract: | 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–geoA 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 μM ), which is also available in S. cellulosum So ce56, and its oxidation by CYP264B1 suggest that the CYP264B1–geoA gene cluster is required for the biosynthesis of (+)‐eremophilene derivatives. |
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| Keywords: | cytochromes eremophilenes hydroxylation Sorangium cellulosum So ce56 terpenes |
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