Literature DB >> 24718696

Synthesis and identification of proposed biosynthetic intermediates of saxitoxin in the cyanobacterium Anabaena circinalis (TA04) and the dinoflagellate Alexandrium tamarense (Axat-2).

Shigeki Tsuchiya1, Yuko Cho, Keiichi Konoki, Kazuo Nagasawa, Yasukatsu Oshima, Mari Yotsu-Yamashita.   

Abstract

Here, we describe the synthesis of the genetically predicted biosynthetic intermediates of the neurotoxin saxitoxin (STX) (1), 2, 6 and 7, and identification of 2 and 6 in toxin-producing microorganisms. This is the first chemical evidence supporting the genetically predicted biosynthetic route toward 1.

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Year:  2014        PMID： 24718696     DOI： 10.1039/c4ob00071d

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN： 1477-0520            Impact factor:   3.876


  9 in total

1.  Syntheses of Cyclic Guanidine-Containing Natural Products.

Authors:  Yuyong Ma; Saptarshi De; Chuo Chen
Journal:  Tetrahedron       Date:  2015-02-25       Impact factor: 2.457

2.  Substrate Promiscuity of a Paralytic Shellfish Toxin Amidinotransferase.

Authors:  April L Lukowski; Leena Mallik; Meagan E Hinze; Brian M Carlson; Duncan C Ellinwood; Joshua B Pyser; Markos Koutmos; Alison R H Narayan
Journal:  ACS Chem Biol       Date:  2020-02-14       Impact factor: 5.100

3.  Chemistry of a Unique Polyketide-like Synthase.

Authors:  Stephanie W Chun; Meagan E Hinze; Meredith A Skiba; Alison R H Narayan
Journal:  J Am Chem Soc       Date:  2018-02-08       Impact factor: 15.419

4.  A rapid and ultrasensitive colorimetric biosensor based on aptamer functionalized Au nanoparticles for detection of saxitoxin.

Authors:  Le Qiang; Yu Zhang; Xin Guo; Yakun Gao; Yingkuan Han; Jun Sun; Lin Han
Journal:  RSC Adv       Date:  2020-04-17       Impact factor: 4.036

5.  Metabolomic study of saxitoxin analogues and biosynthetic intermediates in dinoflagellates using 15N-labelled sodium nitrate as a nitrogen source.

Authors:  Yuko Cho; Shigeki Tsuchiya; Takuo Omura; Kazuhiko Koike; Hiroshi Oikawa; Keiichi Konoki; Yasukatsu Oshima; Mari Yotsu-Yamashita
Journal:  Sci Rep       Date:  2019-03-05       Impact factor: 4.379

Review 6.  Impact of environmental factors on the regulation of cyanotoxin production.

Authors:  Thangavelu Boopathi; Jang-Seu Ki
Journal:  Toxins (Basel)       Date:  2014-06-25       Impact factor: 4.546

7.  Biosynthetic route towards saxitoxin and shunt pathway.

Authors:  Shigeki Tsuchiya; Yuko Cho; Keiichi Konoki; Kazuo Nagasawa; Yasukatsu Oshima; Mari Yotsu-Yamashita
Journal:  Sci Rep       Date:  2016-02-04       Impact factor: 4.379

8.  Identification of a Novel Saxitoxin Analogue, 12β-Deoxygonyautoxin 3, in the Cyanobacterium, Anabaena circinalis (TA04).

Authors:  Takashi Minowa; Yuko Cho; Yasukatsu Oshima; Keiichi Konoki; Mari Yotsu-Yamashita
Journal:  Toxins (Basel)       Date:  2019-09-16       Impact factor: 4.546

9.  First Identification of 12β-Deoxygonyautoxin 5 (12α-Gonyautoxinol 5) in the Cyanobacterium Dolichospermum circinale (TA04) and 12β-Deoxysaxitoxin (12α-Saxitoxinol) in D. circinale (TA04) and the Dinoflagellate Alexandrium pacificum (Group IV) (120518KureAC).

Authors:  Michiru Akamatsu; Ryosuke Hirozumi; Yuko Cho; Yuta Kudo; Keiichi Konoki; Yasukatsu Oshima; Mari Yotsu-Yamashita
Journal:  Mar Drugs       Date:  2022-02-25       Impact factor: 5.118
  9 in total

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