Development of luciferin analogues bearing an amino group and their application as BRET donors

Hideo Takakura, Kiyoshi Sasakura, Tasuku Ueno, Yasuteru Urano, Takuya Terai, Kenjiro Hanaoka, Takashi Tsuboi, Tetsuo Nagano

研究成果: Article査読

57 被引用数 (Scopus)

抄録

We systematically synthesized bioluminogenic substrates bearing an amino group on benzothiazole, quinoline, naphthalene, and coumarin scaffolds. They emit bioluminescence in various colors: red, orange, yellow, and green. An amino-substituted cou-marylluciferin derivative, coumarylami-noluciferin (CAL), showed the shortest bioluminescence wavelength among substrates reported so far. Further, the fluorescence of CAL did not exhibit solvatochromism, which suggests that its bioluminescence is not susceptible to environmental factors. We applied CAL as an energy-donor substrate for a bioluminescence resonance energy transfer (BRET) system with click beetle red luciferase (CBRluc), a mutant of firefly luciferase, as the energy-donor enzyme and yellow fluorescent protein (YFP) as the energy-acceptor fluorophore, and obtained a clearly bimodal bioluminescence spectrum. Stable bioluminescence that is not influenced by environmental factors is highly desirable for reliable measurements in biological assays.

本文言語English
ページ(範囲)2053-2061
ページ数9
ジャーナルChemistry - An Asian Journal
5
9
DOI
出版ステータスPublished - 2010 9月 3
外部発表はい

ASJC Scopus subject areas

  • 生化学
  • 有機化学

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