Rabe, Patrick ORCID: 0000-0002-3448-9559, Janusko, Aron, Goldfuss, Bernd ORCID: 0000-0002-1814-8818 and Dickschat, Jeroen S. (2016). Experimental and Theoretical Studies on Corvol Ether Biosynthesis. ChemBioChem, 17 (2). S. 146 - 150. WEINHEIM: WILEY-V C H VERLAG GMBH. ISSN 1439-7633

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Abstract

The biosynthesis of corvol ethers A and B, two sesquiterpenes from Kitasatospora setae, proceeds with involvement of either one 1,3-or two sequential 1,2-hydride shifts. Quantum chemical calculations revealed that the sequence of two 1,2-hydride shifts is energetically favoured. Labelling experiments were in agreement with this finding. In addition, the stereochemical course of a reprotonation step was investigated by incubation of C-13-labelled isotopomers of farnesyl diphosphate in water and in deuterium oxide.

Item Type: Journal Article
Creators:
CreatorsEmailORCIDORCID Put Code
Rabe, PatrickUNSPECIFIEDorcid.org/0000-0002-3448-9559UNSPECIFIED
Janusko, AronUNSPECIFIEDUNSPECIFIEDUNSPECIFIED
Goldfuss, BerndUNSPECIFIEDorcid.org/0000-0002-1814-8818UNSPECIFIED
Dickschat, Jeroen S.UNSPECIFIEDUNSPECIFIEDUNSPECIFIED
URN: urn:nbn:de:hbz:38-287185
DOI: 10.1002/cbic.201500543
Journal or Publication Title: ChemBioChem
Volume: 17
Number: 2
Page Range: S. 146 - 150
Date: 2016
Publisher: WILEY-V C H VERLAG GMBH
Place of Publication: WEINHEIM
ISSN: 1439-7633
Language: English
Faculty: Faculty of Mathematics and Natural Sciences
Divisions: Faculty of Mathematics and Natural Sciences > Department of Chemistry > Institute of Organic Chemistry
Subjects: no entry
Uncontrolled Keywords:
KeywordsLanguage
PENTALENENE SYNTHASE; STREPTOMYCES-COELICOLOR; SESQUITERPENE SYNTHASE; CRYSTAL-STRUCTURE; CYCLIZATION; MECHANISM; DENSITY; REARRANGEMENT; STEREOCHEMISTRY; TEMPLATESMultiple languages
Biochemistry & Molecular Biology; Chemistry, MedicinalMultiple languages
Refereed: Yes
URI: http://kups.ub.uni-koeln.de/id/eprint/28718

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