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.
Colorless 1,3-bis(dicyanomethylidene)indan is an organic acid (pK(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.
Center for Theragnosis, Korea Institute of Science and Technology, 39-1 Hawolgok-dong, Seongbuk-gu, Seoul 136-791, Korea.
Jeongyun
J
Heo
Chang-Keun
CK
Lim
Dong Ryeol
DR
Whang
Jiyoung
J
Shin
Seo Young
SY
Jeong
Soo Young
SY
Park
Ick Chan
IC
Kwon
Sehoon
S
Kim
D000818:Animals; D001555:Benzene Derivatives / Q000737:chemistry*; D003124:Colorimetry / Q000379:methods*; D005453:Fluorescence; D005456:Fluorescent Dyes / Q000138:chemical synthesis* / Q000737:chemistry; D007189:Indans / Q000737:chemistry*; D051379:Mice; D008962:Models, Theoretical; D019265:Spectroscopy, Near-Infrared
C575580:1,3-bis(dicyanomethylidene)indan; D001555:Benzene Derivatives; D005456:Fluorescent Dyes; D007189:Indans