Click reaction based on the biosynthesis of firefly luciferin

Tomohisa Toyama, Tsuyoshi Saitoh, Yuka Takahashi, Kotaro Oka, Daniel Citterio, Koji Suzuki, Shigeru Nishiyama

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

Novel click chemistry was developed based on the biosynthetic process of firefly luciferin, which includes an ideal coupling of a cyanothiazole residue with cysteine. Among various biomimetic couplings of nitriles with cysteine derivatives, the approach using 4-cyanopyridine and cysteine methyl ester provided a very rapid and quantitative conversion to the corresponding thiazole without any metal catalyst at room temperature.

Original languageEnglish
Pages (from-to)753-755
Number of pages3
JournalChemistry Letters
Volume46
Issue number5
DOIs
Publication statusPublished - 2017

Keywords

  • Biomimetic coupling
  • Click chemistry
  • Firefly luciferin

ASJC Scopus subject areas

  • Chemistry(all)

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  • Cite this

    Toyama, T., Saitoh, T., Takahashi, Y., Oka, K., Citterio, D., Suzuki, K., & Nishiyama, S. (2017). Click reaction based on the biosynthesis of firefly luciferin. Chemistry Letters, 46(5), 753-755. https://doi.org/10.1246/cl.170094