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  3. A sensitive and specific Raman probe based on bisarylbutadiyne for live cell imaging of mitochondria

A sensitive and specific Raman probe based on bisarylbutadiyne for live cell imaging of mitochondria

  • Bioorg Med Chem Lett. 2015 Feb 1;25(3):664-7. doi: 10.1016/j.bmcl.2014.11.080.
Hiroyuki Yamakoshi 1,  Almar Palonpon 2,  Kosuke Dodo 3,  Jun Ando 4,  Satoshi Kawata 5,  Katsumasa Fujita 6,  Mikiko Sodeoka 7
Affiliations

Affiliations

  • 1 Sodeoka Live Cell Chemistry Project, ERATO, Japan Science and Technology Agency, 2-1 Hirosawa, Wako-shi, Saitama 351-0198, Japan; Synthetic Organic Chemistry Laboratory, RIKEN, 2-1 Hirosawa, Wako-shi, Saitama 351-0198, Japan.
  • 2 Sodeoka Live Cell Chemistry Project, ERATO, Japan Science and Technology Agency, 2-1 Hirosawa, Wako-shi, Saitama 351-0198, Japan; Department of Applied Physics, Osaka University, 2-1 Yamadaoka Suita, Osaka 565-0871, Japan.
  • 3 Sodeoka Live Cell Chemistry Project, ERATO, Japan Science and Technology Agency, 2-1 Hirosawa, Wako-shi, Saitama 351-0198, Japan; Synthetic Organic Chemistry Laboratory, RIKEN, 2-1 Hirosawa, Wako-shi, Saitama 351-0198, Japan; CREST, Japan Science and Technology Agency, 2-1 Hirosawa, Wako, Saitama 351-0198, Japan.
  • 4 Sodeoka Live Cell Chemistry Project, ERATO, Japan Science and Technology Agency, 2-1 Hirosawa, Wako-shi, Saitama 351-0198, Japan; Synthetic Organic Chemistry Laboratory, RIKEN, 2-1 Hirosawa, Wako-shi, Saitama 351-0198, Japan; CREST, Japan Science and Technology Agency, 2-1 Hirosawa, Wako, Saitama 351-0198, Japan; Department of Applied Physics, Osaka University, 2-1 Yamadaoka Suita, Osaka 565-0871, Japan.
  • 5 Department of Applied Physics, Osaka University, 2-1 Yamadaoka Suita, Osaka 565-0871, Japan.
  • 6 Sodeoka Live Cell Chemistry Project, ERATO, Japan Science and Technology Agency, 2-1 Hirosawa, Wako-shi, Saitama 351-0198, Japan; CREST, Japan Science and Technology Agency, 2-1 Hirosawa, Wako, Saitama 351-0198, Japan; Department of Applied Physics, Osaka University, 2-1 Yamadaoka Suita, Osaka 565-0871, Japan.
  • 7 Sodeoka Live Cell Chemistry Project, ERATO, Japan Science and Technology Agency, 2-1 Hirosawa, Wako-shi, Saitama 351-0198, Japan; Synthetic Organic Chemistry Laboratory, RIKEN, 2-1 Hirosawa, Wako-shi, Saitama 351-0198, Japan; CREST, Japan Science and Technology Agency, 2-1 Hirosawa, Wako, Saitama 351-0198, Japan. Electronic address: sodeoka@riken.jp.
PMID: 25522818 DOI: 10.1016/j.bmcl.2014.11.080
Abstract

We previously showed that bisarylbutadiyne (BADY), which has a conjugated diyne structure, exhibits an intense peak in the cellular Raman-silent region. Here, we synthesized a mitochondria-selective Raman probe by linking bisphenylbutadiyne with triphenylphosphonium, a well-known mitochondrial targeting moiety. This probe, named MitoBADY, has a Raman peak 27 times more intense than that of 5-ethynyl-2'-deoxyuridine. Raman microscopy using submicromolar extracellular probe concentrations successfully visualized mitochondria in living cells. A full Raman spectrum is acquired at each pixel of the scanned sample, and we showed that simultaneous Raman imaging of MitoBADY and endogenous cellular biomolecules can be achieved in a single scan. MitoBADY should be useful for the study of mitochondrial dynamics.

Keywords

Imaging; Live cell; Mitochondria; Raman; Triphenylphosphonium.

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