Preparation of domoic acid analogues using a bioconversion system, and their toxicity in mice-Reference-Cited by-同舟云学术

Preparation of domoic acid analogues using a bioconversion system, and their toxicity in mice

Published:2021 Issue:36 Volume:19 Page:7894-7902
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Maeno Yukari¹,Kotaki Yuichi²,Terada Ryuta³,Hidaka Masafumi¹,Cho Yuko¹,Konoki Keiichi¹,Yotsu-Yamashita Mari¹^ORCID

Affiliation:

1. Graduate School of Agricultural Science, Tohoku University, 468-1 Aramaki-Aza-Aoba, Aoba-ku, Sendai 980-8572, Japan

2. Fukushima College, 1-1 Chigoike Miyashiro, Fukushima 960-0181, Japan

3. United Graduate School of Agricultural Sciences, Kagoshima University, 1-21-24 Korimoto, Kagoshima 890-0065, Japan

Abstract

Domoic acid analogues were prepared by chemical synthesis and enzymatic stereoselective cyclization using a bioconversion system. The 7’-carbonyl group in the terminus of the side chain was suggested to be crucial for the toxicity in mice.

Funder

Tohoku University

Japan Society for the Promotion of Science

Uehara Memorial Foundation

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2021/OB/D1OB01378E

Reference31 articles.

1. Constituents of Chondria armata

2. Studies on the Effective Principles of Digenea simplex Aq. I

3. Isolation and structure of aromelic acid A and B. New kainoids of

4. Excitatory amino acids

Cited by 6 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Expression, purification, and biochemical characterization of micro- and macroalgal kainoid synthases;Methods in Enzymology;2024

2. Algal Kainoid Synthases Exhibit Substrate-Dependent Hydroxylation and Cyclization Activities;ACS Chemical Biology;2023-12-04

3. Algal kainoid synthases exhibit substrate-dependent hydroxylation and cyclization activities;2023-07-11

4. Total synthesis of (−)-domoic acid, a potent ionotropic glutamate receptor agonist and the key compound in oceanic harmful algal blooms;Organic & Biomolecular Chemistry;2023

5. Domoic acid biosynthesis in the red alga Chondria armata suggests a complex evolutionary history for toxin production;Proceedings of the National Academy of Sciences;2022-02-02