A H-bond strategy to develop acid-resistant photoswitchable rhodamine spirolactams for super-resolution single-molecule localization microscopy
- 주제(기타) Chemistry, Multidisciplinary
- 설명문(일반) [Qi, Qingkai; Qiao, Qinglong; Chen, Jie; Miao, Lu; Zhang, Yi; Li, Jin; Xu, Zhaochao] Chinese Acad Sci, Dalian Inst Chem Phys, CAS Key Lab Separat Sci Analyt Chem, Dalian 116023, Peoples R China; [Chi, Weijie; Liu, Xiaogang] Singapore Univ Technol & Design, 8 Somapah Rd, Singapore 487372, Singapore; [Li, Yuanyuan; Ji, Wei; Xu, Tao] Chinese Acad Sci, Inst Biophys, Natl Lab Biomacromol, Beijing 100101, Peoples R China; [Yoon, Juyoung] Ewha Womans Univ, Dept Chem & Nano Sci, Seoul 120750, South Korea
- 등재 SCIE, SCOPUS
- OA유형 gold, Green Published
- 발행기관 ROYAL SOC CHEMISTRY
- 발행년도 2019
- URI http://www.dcollection.net/handler/ewha/000000159913
- 본문언어 영어
- Published As http://dx.doi.org/10.1039/c9sc01284b
- PubMed https://pubmed.ncbi.nlm.nih.gov/31160962
초록/요약
Rhodamine spirolactam based photoswitches have been extensively applied in super-resolution single-molecule localization microscopy (SMLM). However, the ring-opening reactions of spirolactams are cross-sensitive to acid, limiting their photoswitch use to neutral pH conditions. In addition, the ring-closing reactions of spirolactams are environment-sensitive and slow (up to hours), virtually making rhodamine spirolactams caged fluorescent dyes instead of reversible photoswitches in SMLM. Herein, by introducing hydrogen bonds to stabilize spirolactams, we report a series of acid-resistant rhodamine spirolactams with accelerated ring-closing reactions from fluorescent xanthyliums to non-fluorescent spirolactams, endowing them with good photoswitchable properties even in acidic environments. By further substitution of 6-phenylethynyl naphthalimide on the spirolactam, we shifted the photoactivation wavelength into the visible region (>400 nm). Subsequently, we have successfully applied these dyes in labeling and imaging the cell surface of Bacillus subtilis at pH 4.5 using SMLM.
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