Literature DB >> 24530525

Valencene oxidase CYP706M1 from Alaska cedar (Callitropsis nootkatensis).

Katarina Cankar1, Adèle van Houwelingen2, Miriam Goedbloed3, Rokus Renirie4, René M de Jong5, Harro Bouwmeester3, Dirk Bosch2, Theo Sonke6, Jules Beekwilder7.   

Abstract

(+)-Nootkatone is a natural sesquiterpene ketone used in grapefruit and citrus flavour compositions. It occurs in small amounts in grapefruit and is a major component of Alaska cedar (Callitropsis nootkatensis) heartwood essential oil. Upon co-expression of candidate cytochrome P450 enzymes from Alaska cedar in yeast with a valencene synthase, a C. nootkatensis valencene oxidase (CnVO) was identified to produce trans-nootkatol and (+)-nootkatone. Formation of (+)-nootkatone was detected at 144±10μg/L yeast culture. CnVO belongs to a new subfamily of the CYP706 family of cytochrome P450 oxidases.
Copyright © 2014 Federation of European Biochemical Societies. Published by Elsevier B.V. All rights reserved.

Entities:  

Keywords:  (+)-Nootkatone; (+)-Valencene; Alaska cedar; Callitropsis nootkatensis; Cytochrome P450; Sesquiterpene

Mesh:

Substances:

Year:  2014        PMID: 24530525     DOI: 10.1016/j.febslet.2014.01.061

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


  11 in total

Review 1.  Yellow-Cedar, Callitropsis (Chamaecyparis) nootkatensis, Secondary Metabolites, Biological Activities, and Chemical Ecology.

Authors:  Joseph J Karchesy; Rick G Kelsey; M P González-Hernández
Journal:  J Chem Ecol       Date:  2018-04-14       Impact factor: 2.626

2.  The gymnosperm cytochrome P450 CYP750B1 catalyzes stereospecific monoterpene hydroxylation of (+)-sabinene in thujone biosynthesis in western redcedar.

Authors:  Andreas Gesell; Markus Blaukopf; Lina Madilao; Macaire M S Yuen; Stephen G Withers; Jim Mattsson; John H Russell; Jörg Bohlmann
Journal:  Plant Physiol       Date:  2015-03-31       Impact factor: 8.340

3.  Catalytic Plasticity of Germacrene A Oxidase Underlies Sesquiterpene Lactone Diversification.

Authors:  Trinh-Don Nguyen; Moonhyuk Kwon; Soo-Un Kim; Conrad Fischer; Dae-Kyun Ro
Journal:  Plant Physiol       Date:  2019-09-18       Impact factor: 8.340

4.  A Promiscuous CYP706A3 Reduces Terpene Volatile Emission from Arabidopsis Flowers, Affecting Florivores and the Floral Microbiome.

Authors:  Benoît Boachon; Yannick Burdloff; Ju-Xin Ruan; Rakotoharisoa Rojo; Robert R Junker; Bruno Vincent; Florence Nicolè; Françoise Bringel; Agnès Lesot; Laura Henry; Jean-Etienne Bassard; Sandrine Mathieu; Lionel Allouche; Ian Kaplan; Natalia Dudareva; Stéphane Vuilleumier; Laurence Miesch; François André; Nicolas Navrot; Xiao-Ya Chen; Danièle Werck-Reichhart
Journal:  Plant Cell       Date:  2019-10-18       Impact factor: 11.277

5.  Metabolic engineering Saccharomyces cerevisiae for de novo production of the sesquiterpenoid (+)-nootkatone.

Authors:  Xiangfeng Meng; Hui Liu; Wenqiang Xu; Weixin Zhang; Zheng Wang; Weifeng Liu
Journal:  Microb Cell Fact       Date:  2020-02-03       Impact factor: 5.328

Review 6.  Germacrene A-A Central Intermediate in Sesquiterpene Biosynthesis.

Authors:  Houchao Xu; Jeroen S Dickschat
Journal:  Chemistry       Date:  2020-09-30       Impact factor: 5.236

7.  Stepwise engineering of Saccharomyces cerevisiae to produce (+)-valencene and its related sesquiterpenes.

Authors:  Xiaodan Ouyang; Yaping Cha; Wen Li; Chaoyi Zhu; Muzi Zhu; Shuang Li; Min Zhuo; Shaobin Huang; Jianjun Li
Journal:  RSC Adv       Date:  2019-09-24       Impact factor: 4.036

8.  Cytochrome P450 CYP71BE5 in grapevine (Vitis vinifera) catalyzes the formation of the spicy aroma compound (-)-rotundone.

Authors:  Hideki Takase; Kanako Sasaki; Hideyuki Shinmori; Akira Shinohara; Chihiro Mochizuki; Hironori Kobayashi; Gen Ikoma; Hiroshi Saito; Hironori Matsuo; Shunji Suzuki; Ryoji Takata
Journal:  J Exp Bot       Date:  2015-11-20       Impact factor: 6.992

9.  Engineering yeast for the production of breviscapine by genomic analysis and synthetic biology approaches.

Authors:  Xiaonan Liu; Jian Cheng; Guanghui Zhang; Wentao Ding; Lijin Duan; Jing Yang; Ling Kui; Xiaozhi Cheng; Jiangxing Ruan; Wei Fan; Junwen Chen; Guangqiang Long; Yan Zhao; Jing Cai; Wen Wang; Yanhe Ma; Yang Dong; Shengchao Yang; Huifeng Jiang
Journal:  Nat Commun       Date:  2018-01-31       Impact factor: 14.919

10.  Advances on (+)-nootkatone microbial biosynthesis and its related enzymes.

Authors:  Xiao Li; Jing-Nan Ren; Gang Fan; Lu-Lu Zhang; Si-Yi Pan
Journal:  J Ind Microbiol Biotechnol       Date:  2021-08-24       Impact factor: 4.258

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