Literature DB >> 30277637

A Clade II-D Fungal Chimeric Diterpene Synthase from Colletotrichum gloeosporioides Produces Dolasta-1(15),8-diene.

Guangkai Bian1, Jan Rinkel2, Zhangqian Wang1, Lukas Lauterbach2, Anwei Hou1, Yujie Yuan1, Zixin Deng1,3, Tiangang Liu1,3, Jeroen S Dickschat2.   

Abstract

Based on a terpenoid overproduction platform in yeast for genome mining, a chimeric diterpene synthase from the endophytic fungus Colletotrichum gloeosporioides ES026 was characterized as the (5R,12R,14S)-dolasta-1(15),8-diene synthase. The absolute configuration was independently verified through the use of enantioselectively deuterated terpene precursors, which unequivocally established the predicted C1-III-IV cyclization mode for this first characterized clade II-D enzyme. Extensive isotopic labeling experiments and isolation of the intermediate (1R)-δ-araneosene supported the proposed cyclization mechanism.
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  biosynthesis; cyclases; diterpenes; dolastanes; isotopes

Mesh：

Substances：

Year:  2018        PMID： 30277637     DOI： 10.1002/anie.201809954

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  11 in total

1.  Mechanistic Studies on Trichoacorenol Synthase from Amycolatopsis benzoatilytica.

Authors:  Jan Rinkel; Jeroen S Dickschat
Journal:  Chembiochem       Date:  2019-11-07       Impact factor: 3.164

2.  A Family of Related Fungal and Bacterial Di- and Sesterterpenes: Studies on Fusaterpenol and Variediene.

Authors:  Jan Rinkel; Simon T Steiner; Guangkai Bian; Rong Chen; Tiangang Liu; Jeroen S Dickschat
Journal:  Chembiochem       Date:  2019-11-07       Impact factor: 3.164

3.  An Unusual Skeletal Rearrangement in the Biosynthesis of the Sesquiterpene Trichobrasilenol from Trichoderma.

Authors:  Keiichi Murai; Lukas Lauterbach; Kazuya Teramoto; Zhiyang Quan; Lena Barra; Tsuyoshi Yamamoto; Kenichi Nonaka; Kazuro Shiomi; Makoto Nishiyama; Tomohisa Kuzuyama; Jeroen S Dickschat
Journal:  Angew Chem Int Ed Engl       Date:  2019-09-09       Impact factor: 15.336

4.  On the mass spectrometric fragmentations of the bacterial sesterterpenes sestermobaraenes A-C.

Authors:  Anwei Hou; Jeroen S Dickschat
Journal:  Beilstein J Org Chem       Date:  2020-11-19       Impact factor: 2.883

5.  Enzymatic Synthesis of Variediene Analogs.

Authors:  Lin-Fu Liang; Jeroen S Dickschat
Journal:  Chemistry       Date:  2022-02-09       Impact factor: 5.020

6.  Norditerpenoids biosynthesized by variediene synthase-associated P450 machinery along with modifications by the host cell Aspergillus oryzae.

Authors:  Lan Jiang; Kangjie Lv; Guoliang Zhu; Zhi Lin; Xue Zhang; Cuiping Xing; Huanting Yang; Weiyan Zhang; Zhixin Wang; Chengwei Liu; Xudong Qu; Tom Hsiang; Lixin Zhang; Xueting Liu
Journal:  Synth Syst Biotechnol       Date:  2022-08-23

7.  Mechanism of the Bifunctional Multiple Product Sesterterpene Synthase AcAS from Aspergillus calidoustus.

Authors:  Zhiyang Quan; Anwei Hou; Bernd Goldfuss; Jeroen S Dickschat
Journal:  Angew Chem Int Ed Engl       Date:  2022-02-04       Impact factor: 16.823

8.  Genome mining in Trichoderma viride J1-030: discovery and identification of novel sesquiterpene synthase and its products.

Authors:  Xiang Sun; You-Sheng Cai; Yujie Yuan; Guangkai Bian; Ziling Ye; Zixin Deng; Tiangang Liu
Journal:  Beilstein J Org Chem       Date:  2019-08-28       Impact factor: 2.883

9.  The enzyme mechanism of patchoulol synthase.

Authors:  Houchao Xu; Bernd Goldfuss; Gregor Schnakenburg; Jeroen S Dickschat
Journal:  Beilstein J Org Chem       Date:  2022-01-03       Impact factor: 2.883

10.  Systematic mining of fungal chimeric terpene synthases using an efficient precursor-providing yeast chassis.

Authors:  Rong Chen; Qidong Jia; Xin Mu; Ben Hu; Xiang Sun; Zixin Deng; Feng Chen; Guangkai Bian; Tiangang Liu
Journal:  Proc Natl Acad Sci U S A       Date:  2021-07-20       Impact factor: 11.205
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