An acid catalyzed reversible ring-opening/ring-closure reaction involving a cyano-rhodamine spirolactam

被引：69

作者：

Li, Honglin ^{[1
]}

Guan, Hong ^{[1
]}

Duan, Xinrui ^{[1
]}

Hu, Jun ^{[1
]}

Wang, Guiren ^{[2
,3
]}

Wang, Qian ^{[1
]}

机构：

[1] Univ S Carolina, Dept Chem & Biochem, Columbia, SC 29208 USA

[2] Univ S Carolina, Dept Mech Engn, Columbia, SC 29208 USA

[3] Univ S Carolina, Biomed Engn Program, Columbia, SC 29208 USA

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2013年 / 11卷 / 11期

关键词：

FLUORESCENT-PROBES; PH; WATER; SOLVENT; CHEMOSENSORS; RECOGNITION; CYANAMIDE; SENSOR; CELLS; IONS;

D O I：

10.1039/c3ob27356c

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Cyanamide was introduced into the rhodamine spirolactam framework to produce a colorless and non-fluorescent compound RBCN. It shows a reversible ring-opening/ring-closure process in response to the solution pH, which exhibits an "ON/OFF" switching in its fluorescence. Different from other rhodamine-type dyes, the ring-open form of RBCN is stable in protic solvents under neutral, near neutral and basic conditions, showing a pink color and very strong fluorescence. We also demonstrated the potential of RBCN in live cell imaging.

引用

页码：1805 / 1809

页数：5

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