論文

査読有り 国際誌
2020年2月17日

Rational Design of a Near-infrared Fluorescence Probe for Ca2+ Based on Phosphorus-substituted Rhodamines Utilizing Photoinduced Electron Transfer.

Chemistry, an Asian journal
  • Shodai Takahashi
  • ,
  • Kenjiro Hanaoka
  • ,
  • Yohei Okubo
  • ,
  • Honami Echizen
  • ,
  • Takayuki Ikeno
  • ,
  • Toru Komatsu
  • ,
  • Tasuku Ueno
  • ,
  • Kenzo Hirose
  • ,
  • Masamitsu Iino
  • ,
  • Tetsuo Nagano
  • ,
  • Yasuteru Urano

15
4
開始ページ
524
終了ページ
530
記述言語
英語
掲載種別
DOI
10.1002/asia.201901689

Fluorescence imaging in the near-infrared (NIR) region (650-900 nm) is useful for bioimaging because background autofluorescence is low and tissue penetration is high in this range. In addition, NIR fluorescence is useful as a complementary color window to green and red for multicolor imaging. Here, we compared the photoinduced electron transfer (PeT)-mediated fluorescence quenching of silicon- and phosphorus-substituted rhodamines (SiRs and PRs) in order to guide the development of improved far-red to NIR fluorescent dyes. The results of density functional theory calculations and photophysical evaluation of a series of newly synthesized PRs confirmed that the fluorescence of PRs was more susceptible than that of SiRs to quenching via PeT. Based on this, we designed and synthesized a NIR fluorescence probe for Ca2+ , CaPR-1, and its membrane-permeable acetoxymethyl derivative, CaPR-1 AM, which is distributed to the cytosol, in marked contrast to our previously reported Ca2+ far-red to NIR fluorescence probe based on the SiR scaffold, CaSiR-1 AM, which is mainly localized in lysosomes as well as cytosol in living cells. CaPR-1 showed longer-wavelength absorption and emission (up to 712 nm) than CaSiR-1. The new probe was able to image Ca2+ at dendrites and spines in brain slices, and should be a useful tool in neuroscience research.

リンク情報
DOI
https://doi.org/10.1002/asia.201901689
PubMed
https://www.ncbi.nlm.nih.gov/pubmed/31909880

エクスポート
BibTeX RIS