Pristinol,a Sesquiterpene Alcohol with an Unusual Skeleton from Streptomyces pristinaespiralis |
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| Authors: | Tim A. Klapschinski Dr. Patrick Rabe Prof. Dr. Jeroen S. Dickschat |
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| Affiliation: | Kekulé-Institut für Organische Chemie und Biochemie, Rheinische Friedrich-Wilhelms-Universit?t Bonn, Bonn, Germany |
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| Abstract: | A terpene cyclase from Streptomyces pristinaespiralis was characterized as the synthase for (+)‐(2S,3S,9R)‐pristinol. The structure of this sesquiterpene alcohol, which has a new carbon skeleton, was established by NMR spectroscopy and single‐wavelength anomalous‐dispersion X‐ray crystallography. Extensive isotopic labelling experiments were performed to distinguish between various possible cyclization mechanisms of the terpene cyclase and to decipher the EI‐MS fragmentation mechanism for pristinol. |
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| Keywords: | enzyme mechanisms isotopic labelling mass spectrometry NMR spectroscopy terpenes |
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