Quantum yield improvement of red-light-emitting firefly luciferin analogues for in vivo bioluminescence imaging

Masahiro Kiyama, Satoshi Iwano, Satoshi Otsuka, Shijia W. Lu, Rika Obata, Atsushi Miyawaki, Takashi Hirano, Shojiro A. Maki

研究成果: Article査読

18 被引用数 (Scopus)

抄録

The dimethylamino group of AkaLumine ((4S)-2-[(1E,3E)-4-[4-(dimethylamino)phenyl]-1,3-butadien-1-yl]-4,5-dihydro-4-thiazolecarboxylic acid), a red-light-emitting firefly luciferin analogue, was replaced by cyclic amino groups (1-pyrrolidinyl, 1-piperidino, 1-azepanyl, and 4-morpholino) to give AkaLumine analogues exhibiting desirable bioluminescence with emission maxima in the red region (656–667 nm). In particular, a bioluminescence reaction of 1-pyrrolidinyl analogue with a recombinant Photinus pyralis luciferase showed a higher quantum yield than that with AkaLumine, giving an improved bioluminescence intensity. The 1-pyrrolidinyl analogue also showed the strongest luminescence in whole-body luciferase-expressing mice among the analogues, indicating that a quantum yield improvement of a luciferin analogue is effective to increase bioluminescence imaging intensity.

本文言語English
ページ(範囲)652-660
ページ数9
ジャーナルTetrahedron
74
6
DOI
出版ステータスPublished - 2018 2 8

ASJC Scopus subject areas

  • 生化学
  • 創薬
  • 有機化学

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