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Self‐Deprotonation and Colorization of 1,3‐Bis(dicyanomethylidene)indan in Polar Media: A Facile Route to a Minimal Polymethine Dye for NIR Fluorescence Imaging
Author(s) -
Heo Jeongyun,
Lim ChangKeun,
Whang Dong Ryeol,
Shin Jiyoung,
Jeong Seo Young,
Park Soo Young,
Kwon Ick Chan,
Kim Sehoon
Publication year - 2012
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201103042
Subject(s) - deprotonation , fluorescence , chemistry , conjugate , chromophore , photochemistry , polar , organic chemistry , ion , optics , mathematical analysis , physics , mathematics , astronomy
Colorless 1,3‐bis(dicyanomethylidene)indan is an organic acid (p K a ≈3.0) that turns blue in polar media owing to self‐deprotonation. Moreover, its colored conjugate base shows potential as a minimal anionic polymethine dye for probing biomolecules in cells and in vivo through noncovalent complexation and near‐infrared fluorescence signaling.