Total synthesis of ciguatoxin CTX3C

M. Hirama, T. Oishi, H. Uehara, M. Inoue, M. Maruyama, H. Oguri, M. Satake

Research output: Contribution to journalArticle

228 Citations (Scopus)

Abstract

More than 20,000 people suffer annually from ciguatera seafood poisoning in subtropical and tropical regions. The extremely low content of the causative neurotoxins, designated as ciguatoxins, in fish has hampered the isolation, detailed biological studies, and preparation of anti-ciguatoxin antibodies for detecting these toxins. The large (3 nanometers long) and complicated molecular structure of ciguatoxins has impeded chemists from completing their total synthesis. Our highly convergent strategic approach featuring the chemoselective ring-closing metathesis reaction as a key tactic has enabled the total synthesis of ciguatoxin CTX3C, which will provide a practical supply for further studies.

Original languageEnglish
Pages (from-to)1904-1907
Number of pages4
JournalScience
Volume294
Issue number5548
DOIs
Publication statusPublished - Nov 30 2001
Externally publishedYes

Fingerprint

Ciguatoxins
Ciguatera Poisoning
Seafood
Neurotoxins
Molecular Structure
Anti-Idiotypic Antibodies
Fishes
ciguatoxin 3C

All Science Journal Classification (ASJC) codes

  • General

Cite this

Hirama, M., Oishi, T., Uehara, H., Inoue, M., Maruyama, M., Oguri, H., & Satake, M. (2001). Total synthesis of ciguatoxin CTX3C. Science, 294(5548), 1904-1907. https://doi.org/10.1126/science.1065757

Total synthesis of ciguatoxin CTX3C. / Hirama, M.; Oishi, T.; Uehara, H.; Inoue, M.; Maruyama, M.; Oguri, H.; Satake, M.

In: Science, Vol. 294, No. 5548, 30.11.2001, p. 1904-1907.

Research output: Contribution to journalArticle

Hirama, M, Oishi, T, Uehara, H, Inoue, M, Maruyama, M, Oguri, H & Satake, M 2001, 'Total synthesis of ciguatoxin CTX3C', Science, vol. 294, no. 5548, pp. 1904-1907. https://doi.org/10.1126/science.1065757
Hirama M, Oishi T, Uehara H, Inoue M, Maruyama M, Oguri H et al. Total synthesis of ciguatoxin CTX3C. Science. 2001 Nov 30;294(5548):1904-1907. https://doi.org/10.1126/science.1065757
Hirama, M. ; Oishi, T. ; Uehara, H. ; Inoue, M. ; Maruyama, M. ; Oguri, H. ; Satake, M. / Total synthesis of ciguatoxin CTX3C. In: Science. 2001 ; Vol. 294, No. 5548. pp. 1904-1907.
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