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Elucidation of the biosynthetic pathway of cis-jasmone in Lasiodiplodia theobromae

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Title: Elucidation of the biosynthetic pathway of cis-jasmone in Lasiodiplodia theobromae
Authors: Matsui, Ryo Browse this author
Amano, Naruki Browse this author
Takahashi, Kosaku Browse this author →KAKEN DB
Taguchi, Yodai Browse this author
Saburi, Wataru Browse this author →KAKEN DB
Mori, Hideharu Browse this author
Kondo, Norio Browse this author →KAKEN DB
Matsuda, Kazuhiko Browse this author
Matsuura, Hideyuki Browse this author →KAKEN DB
Keywords: Bioinorganic chemistry
Secondary metabolism
Issue Date: 27-Jul-2017
Publisher: Nature Publishing Group
Journal Title: Scientific reports
Volume: 7
Issue: 1
Start Page: 6688
Publisher DOI: 10.1038/s41598-017-05851-7
PMID: 28751737
Abstract: In plants, cis-jasmone (CJ) is synthesized from a-linolenic acid (LA) via two biosynthetic pathways using jasmonic acid (JA) and iso-12-oxo-phytodienoic acid (iso-OPDA) as key intermediates. However, there have been no reports documenting CJ production by microorganisms. In the present study, the production of fungal-derived CJ by Lasiodiplodia theobromae was observed for the first time, although this production was not observed for Botrytis cinerea, Verticillium longisporum, Fusarium oxysporum, Gibberella fujikuroi, and Cochliobolus heterostrophus. To investigate the biosynthetic pathway of CJ in L. theobromae, administration experiments using [18,18,18-²H₃, 17,17-²H₂] LA (LA-d5), [18,18,18-²H₃, 17,17-²H₂]12-oxo-phytodienoic acid (cis-OPDA-d5), [5', 5', 5'-²H₃, 4', 4'-²H₂, 3'-²H₁] OPC 8:0 (OPC8-d6), [5', 5', 5'-²H₃, 4', 4'-²H₂, 3'-²H₁] OPC 6:0 (OPC6-d6), [5', 5', 5'-²H₃, 4', 4'-²H₂, 3'-²H₁] OPC 4:0 (OPC4-d6), and [11,11-²H₂, 10,10-²H₂, 8,8-²H₂, 2,2-²H₂] methyl iso-12-oxo-phytodienoate (iso-MeOPDA-d8) were carried out, revealing that the fungus produced CJ through a single biosynthetic pathway via iso-OPDA. Interestingly, it was suggested that the previously predicted decarboxylation step of 3,7-didehydroJA to afford CJ might not be involved in CJ biosynthesis in L. theobromae.
Type: article
Appears in Collections:農学院・農学研究院 (Graduate School of Agriculture / Faculty of Agriculture) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)

Submitter: 松浦 英幸

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