Intracellular modulation of excited-state dynamics in a chromophore dyad: Differential enhancement of photocytotoxicity targeting cancer cells
- 주제(키워드) BODIPY dyes , photochemistry , photodynamic therapy , photosensitizers , singlet oxygen
- 등재 SCIE, SCOPUS
- 발행기관 Wiley-VCH Verlag
- 발행년도 2015
- 총서유형 Journal
- URI http://www.dcollection.net/handler/ewha/000000115440
- 본문언어 영어
- Published As http://dx.doi.org/10.1002/anie.201411962
- 저작권 이화여자대학교 논문은 저작권에 의해 보호받습니다.
초록/요약
The photosensitized generation of reactive oxygen species, and particularly of singlet oxygen [O<inf>2</inf>(a1Δ<inf>g</inf>)], is the essence of photodynamic action exploited in photodynamic therapy. The ability to switch singlet oxygen generation on/off would be highly valuable, especially when it is linked to a cancer-related cellular parameter. Building on recent findings related to intersystem crossing efficiency, we designed a dimeric BODIPY dye with reduced symmetry, which is ineffective as a photosensitizer unless it is activated by a reaction with intracellular glutathione (GSH). The reaction alters the properties of both the ground and excited states, consequently enabling the efficient generation of singlet oxygen. Remarkably, the designed photosensitizer can discriminate between different concentrations of GSH in normal and cancer cells and thus remains inefficient as a photosensitizer inside a normal cell while being transformed into a lethal singlet oxygen source in cancer cells. This is the first demonstration of such a difference in the intracellular activity of a photosensitizer. © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
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