Characterization of O-methyltransferases involved in the biosynthesis of tetrandrine in Stephania tetrandra.

Amino Acid Sequence Antiviral Agents / metabolism Benzylisoquinolines / metabolism Methyltransferases / chemistry Phylogeny Plant Proteins / chemistry Sequence Alignment Stephania tetrandra / enzymology
(S)-norcoclaurine-6-O-methyltransferase (6OMT) Benzylisoquinoline alkaloid (BIA) biosynthesis Functional characterization Tetrandrine

Journal

Journal of plant physiology
ISSN: 1618-1328
Titre abrégé: J Plant Physiol
Pays: Germany
ID NLM: 9882059

Informations de publication

Date de publication:
Jul 2020
Historique:
received: 28 01 2020
revised: 21 04 2020
accepted: 22 04 2020
pubmed: 28 5 2020
medline: 21 10 2020
entrez: 28 5 2020
Statut: ppublish

Résumé

Tetrandrine is the most effective small molecule that has been found to inhibit the Ebola virus. It is a typical bisbenzylisoquinoline alkaloid and is the main active ingredient in Stephania tetrandra. Metabolic engineering and synthetic biology are potential methods for efficient and rapid acquisition of tetrandrine. S-adenosyl-L-methionine: (S)-norcoclaurine-6-O-methyltransferase (6OMT) is a rate-limiting step involved in the biosynthesis of tetrandrine. In this study, we identify S-adenosyl-L-methionine: (S)-norcoclaurine-6-O-methyltransferase from S. tetrandra, which catalyzes the conversion of (S)-norcoclaurine to (S)-coclaurine. Four 6OMT-like genes were cloned from S. tetrandra. An in vitro enzyme assay showed that St6OMT1 could catalyze the conversion of (S)-norcoclaurine to produce (S)-coclaurine. St6OMT2 can catalyze the production of very few (S)-coclaurine molecules, accompanied by more by-products with m/z 300, compared to St6OMT1. The newly discovered 6OMTs will provide an optional genetic component for benzylisoquinoline alkaloid (BIA) synthetic biology research. This work will lay the foundation for the analysis of the biosynthetic pathway of tetrandrine in S. tetrandra.

Identifiants

DOI: 10.1016/j.jplph.2020.153181 PMID: 32460036
pubmed: 32460036
pii: S0176-1617(20)30071-7
doi: 10.1016/j.jplph.2020.153181
pii:
doi:

Substances chimiques

Antiviral Agents 0
Benzylisoquinolines 0
Plant Proteins 0
tetrandrine 29EX23D5AJ
Methyltransferases EC 2.1.1.-
S-adenosyl-L-methionine-norcoclaurine 6-O-methyltransferase EC 2.1.1.-

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

153181

Informations de copyright

Copyright © 2020 Elsevier GmbH. All rights reserved.

Déclaration de conflit d'intérêts

Declaration of Competing Interest All authors have read and approved the final manuscript. The authors declare no conflict of interest.

Auteurs

Qishuang Li (Q)

School of Pharmacy, Jiangsu University, No. 301 Xuefu Road, Zhenjiang 212013, China; State Key Laboratory of Dao-di Herbs, National Resource Center for Chinese Materia Medica, China Academy of Chinese Medical Sciences, No. 16 South Side Street, Dongzhimen, Beijing 100700, China. Electronic address: liqs1995@163.com.

Junling Bu (J)

State Key Laboratory of Dao-di Herbs, National Resource Center for Chinese Materia Medica, China Academy of Chinese Medical Sciences, No. 16 South Side Street, Dongzhimen, Beijing 100700, China. Electronic address: bujl003@163.com.

Ying Ma (Y)

State Key Laboratory of Dao-di Herbs, National Resource Center for Chinese Materia Medica, China Academy of Chinese Medical Sciences, No. 16 South Side Street, Dongzhimen, Beijing 100700, China. Electronic address: xiaoma1110@126.com.

Jian Yang (J)

State Key Laboratory of Dao-di Herbs, National Resource Center for Chinese Materia Medica, China Academy of Chinese Medical Sciences, No. 16 South Side Street, Dongzhimen, Beijing 100700, China. Electronic address: yangchem2012@163.com.

Zhimin Hu (Z)

State Key Laboratory of Dao-di Herbs, National Resource Center for Chinese Materia Medica, China Academy of Chinese Medical Sciences, No. 16 South Side Street, Dongzhimen, Beijing 100700, China. Electronic address: 13021941113@163.com.

Changjiangsheng Lai (C)

State Key Laboratory of Dao-di Herbs, National Resource Center for Chinese Materia Medica, China Academy of Chinese Medical Sciences, No. 16 South Side Street, Dongzhimen, Beijing 100700, China. Electronic address: laichangjiang44@126.com.

Yanqin Xu (Y)

College of Pharmacy, Jiangxi University of Traditional Chinese Medicine, No. 1688 Meilin Avenue, Nanchang 330004, China. Electronic address: yqxutcm@163.com.

Jinfu Tang (J)

State Key Laboratory of Dao-di Herbs, National Resource Center for Chinese Materia Medica, China Academy of Chinese Medical Sciences, No. 16 South Side Street, Dongzhimen, Beijing 100700, China. Electronic address: jinfutang@126.com.

Guanghong Cui (G)

State Key Laboratory of Dao-di Herbs, National Resource Center for Chinese Materia Medica, China Academy of Chinese Medical Sciences, No. 16 South Side Street, Dongzhimen, Beijing 100700, China. Electronic address: guanghongcui@163.com.

Yanan Wang (Y)

State Key Laboratory of Dao-di Herbs, National Resource Center for Chinese Materia Medica, China Academy of Chinese Medical Sciences, No. 16 South Side Street, Dongzhimen, Beijing 100700, China. Electronic address: wyn19870127@126.com.

Yujun Zhao (Y)

State Key Laboratory of Dao-di Herbs, National Resource Center for Chinese Materia Medica, China Academy of Chinese Medical Sciences, No. 16 South Side Street, Dongzhimen, Beijing 100700, China. Electronic address: diana1989119@sina.com.

Baolong Jin (B)

State Key Laboratory of Dao-di Herbs, National Resource Center for Chinese Materia Medica, China Academy of Chinese Medical Sciences, No. 16 South Side Street, Dongzhimen, Beijing 100700, China. Electronic address: jblhandan@163.com.

Ye Shen (Y)

State Key Laboratory of Dao-di Herbs, National Resource Center for Chinese Materia Medica, China Academy of Chinese Medical Sciences, No. 16 South Side Street, Dongzhimen, Beijing 100700, China. Electronic address: niffay0502@163.com.

Juan Guo (J)

State Key Laboratory of Dao-di Herbs, National Resource Center for Chinese Materia Medica, China Academy of Chinese Medical Sciences, No. 16 South Side Street, Dongzhimen, Beijing 100700, China. Electronic address: guojuanzy@163.com.

Luqi Huang (L)

State Key Laboratory of Dao-di Herbs, National Resource Center for Chinese Materia Medica, China Academy of Chinese Medical Sciences, No. 16 South Side Street, Dongzhimen, Beijing 100700, China. Electronic address: huangluqi01@126.com.

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Classifications MeSH

questionsmedicales.fr › Sciences de l'information › Sources d'information › Services d'information › Documentation › Données de séquences moléculaires › Séquence d'acides aminés › Characterization of O-methyltransferases...
questionsmedicales.fr › Actions chimiques et utilisations › Actions pharmacologiques › Utilisations thérapeutiques › Anti-infectieux › Antiviraux › Characterization of O-methyltransferases...
questionsmedicales.fr › Composés hétérocycliques › Composés hétérocycliques à cycles fusionnés › Composés hétérobicycliques › Isoquinoléines › Benzylisoquinoléines › Characterization of O-methyltransferases...
questionsmedicales.fr › Enzymes et coenzymes › Enzymes › Transferases › One-carbon group transferases › Methyltransferases › Characterization of O-methyltransferases...
questionsmedicales.fr › Sciences de l'information › Phylogenèse › Characterization of O-methyltransferases...
questionsmedicales.fr › Acides aminés, peptides et protéines › Protéines › Protéines végétales › Characterization of O-methyltransferases...
questionsmedicales.fr › Techniques d'investigation › Techniques génétiques › Alignement de séquences › Characterization of O-methyltransferases...
questionsmedicales.fr › Eucaryotes › Viridiplantae › Streptophyta › Embryophyta › Tracheobionta › Magnoliopsida › Menispermaceae › Stephania › Stephania tetrandra › Characterization of O-methyltransferases...