Literature DB >> 25447532

Molecular cloning and characterization of drimenol synthase from valerian plant (Valeriana officinalis).

Moonhyuk Kwon1, Stephen A Cochrane2, John C Vederas2, Dae-Kyun Ro3.   

Abstract

Drimenol, a sesquiterpene alcohol, and its derivatives display diverse bio-activities in nature. However, a drimenol synthase gene has yet to be identified. We identified a new sesquiterpene synthase cDNA (VoTPS3) in valerian plant (Valeriana officinalis). Purification and NMR analyses of the VoTPS3-produced terpene, and characterization of the VoTPS3 enzyme confirmed that VoTPS3 synthesizes (-)-drimenol. In feeding assays, possible reaction intermediates, farnesol and drimenyl diphosphate, could not be converted to drimenol, suggesting that the intermediate remains tightly bound to VoTPS3 during catalysis. A mechanistic consideration of (-)-drimenol synthesis suggests that drimenol synthase is likely to use a protonation-initiated cyclization, which is rare for sesquiterpene synthases. VoTPS3 can be used to produce (-)-drimenol, from which useful drimane-type terpenes can be synthesized.
Copyright © 2014 Federation of European Biochemical Societies. Published by Elsevier B.V. All rights reserved.

Entities:  

Keywords:  (−)-Drimenol; Drimenol synthase; Terpene synthase; Valerian; Valeriana officinalis

Mesh:

Substances:

Year:  2014        PMID: 25447532     DOI: 10.1016/j.febslet.2014.10.031

Source DB:  PubMed          Journal:  FEBS Lett        ISSN: 0014-5793            Impact factor:   4.124


  6 in total

1.  Identification and Characterization of Bifunctional Drimenol Synthases of Marine Bacterial Origin.

Authors:  Nhu Ngoc Quynh Vo; Yuhta Nomura; Kiyomi Kinugasa; Hiroshi Takagi; Shunji Takahashi
Journal:  ACS Chem Biol       Date:  2022-04-21       Impact factor: 4.634

2.  Insight into Biochemical Characterization of Plant Sesquiterpene Synthases.

Authors:  Tom Manczak; Henrik Toft Simonsen
Journal:  Anal Chem Insights       Date:  2016-09-29

3.  Functional Characterisation of New Sesquiterpene Synthase from the Malaysian Herbal Plant, Polygonum Minus.

Authors:  Nor Azizun Rusdi; Hoe-Han Goh; Suriana Sabri; Ahmad Bazli Ramzi; Normah Mohd Noor; Syarul Nataqain Baharum
Journal:  Molecules       Date:  2018-06-06       Impact factor: 4.411

4.  Biosynthesis of Fungal Drimane-Type Sesquiterpene Esters.

Authors:  Ying Huang; Sandra Hoefgen; Vito Valiante
Journal:  Angew Chem Int Ed Engl       Date:  2021-10-01       Impact factor: 15.336

Review 5.  Chemical Diversity and Biosynthesis of Drimane-Type Sesquiterpenes in the Fungal Kingdom.

Authors:  Ying Huang; Vito Valiante
Journal:  Chembiochem       Date:  2022-05-30       Impact factor: 3.461

6.  Identification of a novel sesquiterpene biosynthetic machinery involved in astellolide biosynthesis.

Authors:  Yasutomo Shinohara; Shunji Takahashi; Hiroyuki Osada; Yasuji Koyama
Journal:  Sci Rep       Date:  2016-09-15       Impact factor: 4.379

  6 in total

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