Mechanistic investigations on six bacterial terpene cyclases

The products obtained by incubation of farnesyl diphosphate (FPP) with six purified bacterial terpene cyclases were characterised by one- and two-dimensional NMR spectroscopic methods, allowing for a full structure elucidation. The absolute configurations of four terpenes were determined based on th...

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Main Authors:	Patrick Rabe, Thomas Schmitz, Jeroen S. Dickschat
Format:	Article
Language:	English
Published:	Beilstein-Institut 2016-08-01
Series:	Beilstein Journal of Organic Chemistry
Subjects:	absolute configuration biosynthesis enzyme mechanisms structure elucidation terpenes
Online Access:	https://doi.org/10.3762/bjoc.12.173

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spelling	doaj-27bbfd4c31544224836249a53d6adbe22021-03-02T10:12:22ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972016-08-011211839185010.3762/bjoc.12.1731860-5397-12-173Mechanistic investigations on six bacterial terpene cyclasesPatrick Rabe0Thomas Schmitz1Jeroen S. Dickschat2Kekulé-Institute of Organic Chemistry and Biochemistry, University of Bonn, Gerhard-Domagk-Straße 1, 53121 Bonn, GermanyKekulé-Institute of Organic Chemistry and Biochemistry, University of Bonn, Gerhard-Domagk-Straße 1, 53121 Bonn, GermanyKekulé-Institute of Organic Chemistry and Biochemistry, University of Bonn, Gerhard-Domagk-Straße 1, 53121 Bonn, GermanyThe products obtained by incubation of farnesyl diphosphate (FPP) with six purified bacterial terpene cyclases were characterised by one- and two-dimensional NMR spectroscopic methods, allowing for a full structure elucidation. The absolute configurations of four terpenes were determined based on their optical rotary powers. Incubation experiments with 13C-labelled isotopomers of FPP in buffers containing water or deuterium oxide allowed for detailed insights into the cyclisation mechanisms of the bacterial terpene cyclases.https://doi.org/10.3762/bjoc.12.173absolute configurationbiosynthesisenzyme mechanismsstructure elucidationterpenes
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Patrick Rabe Thomas Schmitz Jeroen S. Dickschat
spellingShingle	Patrick Rabe Thomas Schmitz Jeroen S. Dickschat Mechanistic investigations on six bacterial terpene cyclases Beilstein Journal of Organic Chemistry absolute configuration biosynthesis enzyme mechanisms structure elucidation terpenes
author_facet	Patrick Rabe Thomas Schmitz Jeroen S. Dickschat
author_sort	Patrick Rabe
title	Mechanistic investigations on six bacterial terpene cyclases
title_short	Mechanistic investigations on six bacterial terpene cyclases
title_full	Mechanistic investigations on six bacterial terpene cyclases
title_fullStr	Mechanistic investigations on six bacterial terpene cyclases
title_full_unstemmed	Mechanistic investigations on six bacterial terpene cyclases
title_sort	mechanistic investigations on six bacterial terpene cyclases
publisher	Beilstein-Institut
series	Beilstein Journal of Organic Chemistry
issn	1860-5397
publishDate	2016-08-01
description	The products obtained by incubation of farnesyl diphosphate (FPP) with six purified bacterial terpene cyclases were characterised by one- and two-dimensional NMR spectroscopic methods, allowing for a full structure elucidation. The absolute configurations of four terpenes were determined based on their optical rotary powers. Incubation experiments with 13C-labelled isotopomers of FPP in buffers containing water or deuterium oxide allowed for detailed insights into the cyclisation mechanisms of the bacterial terpene cyclases.
topic	absolute configuration biosynthesis enzyme mechanisms structure elucidation terpenes
url	https://doi.org/10.3762/bjoc.12.173
work_keys_str_mv	AT patrickrabe mechanisticinvestigationsonsixbacterialterpenecyclases AT thomasschmitz mechanisticinvestigationsonsixbacterialterpenecyclases AT jeroensdickschat mechanisticinvestigationsonsixbacterialterpenecyclases
_version_	1724237362041454592

Mechanistic investigations on six bacterial terpene cyclases

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