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Catalytic promiscui...
Catalytic promiscuity of O-methyltransferases from Corydalis yanhusuo leading to the structural diversity of benzylisoquinoline alkaloids
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- Bu, Junling (author)
- China Academy of Chinese Medical Sciences
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- Zhang, Xiuhua (author)
- China Academy of Chinese Medical Sciences
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- Li, Qishuang (author)
- China Academy of Chinese Medical Sciences
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- Ma, Ying (author)
- China Academy of Chinese Medical Sciences
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- Hu, Zhimin (author)
- China Academy of Chinese Medical Sciences
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- Yang, Jian (author)
- China Academy of Chinese Medical Sciences
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- Liu, Xiuyu (author)
- Henan University of Chinese Medicine
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- Wang, Ruishan (author)
- China Academy of Chinese Medical Sciences
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- Jiao, Xiang, 1990 (author)
- Chalmers tekniska högskola,Chalmers University of Technology
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- Chen, Tong (author)
- China Academy of Chinese Medical Sciences
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- Lai, Changjiangsheng (author)
- China Academy of Chinese Medical Sciences
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- Cui, Guanghong (author)
- China Academy of Chinese Medical Sciences
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- Tang, Jinfu (author)
- China Academy of Chinese Medical Sciences
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Kong, Yu (author)
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Yang, Lei (author)
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Lin, Sheng (author)
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- Chen, Yun, 1978 (author)
- Chalmers tekniska högskola,Chalmers University of Technology
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- Guo, Juan (author)
- China Academy of Chinese Medical Sciences
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- Huang, Luqi (author)
- China Academy of Chinese Medical Sciences
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(creator_code:org_t)
- 2022-07-06
- 2022
- English.
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In: Horticulture Research. - : Oxford University Press (OUP). - 2662-6810 .- 2052-7276. ; 9
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Abstract
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- O-methyltransferases play essential roles in producing structural diversity and improving the biological properties of benzylisoquinoline alkaloids (BIAs) in plants. In this study, Corydalis yanhusuo, a plant used in traditional Chinese medicine due to the analgesic effects of its BIA-active compounds, was employed to analyze the catalytic characteristics of O-methyltransferases in the formation of BIA diversity. Seven genes encoding O-methyltransferases were cloned, and functionally characterized using seven potential BIA substrates. Specifically, an O-methyltransferase (CyOMT2) with highly efficient catalytic activity of both 4′- and 6-O-methylations of 1-BIAs was found. CyOMT6 was found to perform two sequential methylations at both 9- and 2-positions of the essential intermediate of tetrahydroprotoberberines, (S)-scoulerine. Two O-methyltransferases (CyOMT5 and CyOMT7) with wide substrate promiscuity were found, with the 2-position of tetrahydroprotoberberines as the preferential catalytic site for CyOMT5 (named scoulerine 2-O-methyltransferase) and the 6-position of 1-BIAs as the preferential site for CyOMT7. In addition, results of integrated phylogenetic molecular docking analysis and site-directed mutation suggested that residues at sites 172, 306, 313, and 314 in CyOMT5 are important for enzyme promiscuity related to O-methylations at the 6- and 7-positions of isoquinoline. Cys at site 253 in CyOMT2 was proved to promote the methylation activity of the 6-position and to expand substrate scopes. This work provides insight into O-methyltransferases in producing BIA diversity in C. yanhusuo and genetic elements for producing BIAs by metabolic engineering and synthetic biology.
Subject headings
- NATURVETENSKAP -- Biologi -- Biokemi och molekylärbiologi (hsv//swe)
- NATURAL SCIENCES -- Biological Sciences -- Biochemistry and Molecular Biology (hsv//eng)
- TEKNIK OCH TEKNOLOGIER -- Industriell bioteknik -- Biokatalys och enzymteknik (hsv//swe)
- ENGINEERING AND TECHNOLOGY -- Industrial Biotechnology -- Biocatalysis and Enzyme Technology (hsv//eng)
- NATURVETENSKAP -- Kemi -- Organisk kemi (hsv//swe)
- NATURAL SCIENCES -- Chemical Sciences -- Organic Chemistry (hsv//eng)
Publication and Content Type
- art (subject category)
- ref (subject category)
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- By the author/editor
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Bu, Junling
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Zhang, Xiuhua
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Li, Qishuang
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Ma, Ying
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Hu, Zhimin
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Yang, Jian
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show more...
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Liu, Xiuyu
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Wang, Ruishan
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Jiao, Xiang, 199 ...
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Chen, Tong
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Lai, Changjiangs ...
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Cui, Guanghong
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Tang, Jinfu
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Kong, Yu
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Yang, Lei
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Lin, Sheng
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Chen, Yun, 1978
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Guo, Juan
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Huang, Luqi
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show less...
- About the subject
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- NATURAL SCIENCES
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NATURAL SCIENCES
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and Biological Scien ...
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and Biochemistry and ...
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- ENGINEERING AND TECHNOLOGY
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ENGINEERING AND ...
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and Industrial Biote ...
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and Biocatalysis and ...
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- NATURAL SCIENCES
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NATURAL SCIENCES
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and Chemical Science ...
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and Organic Chemistr ...
- Articles in the publication
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Horticulture Res ...
- By the university
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Chalmers University of Technology