A water-soluble perylene derivative for live-cell imaging

Authors

YONGSHAN MA
FENGXIA ZHANG
JINFENG ZHANG
TIANYI JIANG

DOI

10.3906/kim-1501-76

Abstract

Glutamic functionalized water-soluble perylene diimide, N, N'-di (L-glutamic amine)-perylene-3,4,9,10-tetracarboxylic diimide (GAPTCD) has three absorbance maxima at 469, 498, and 534 nm and two emission peaks at 550 and 587 nm. Owing to the highly negative electrostatic potential of the perylene plane, the perylene derivative showed good water solubility and strong fluorescence in alkali and neutral solutions. Both the absorbance and emission intensities decreased with the decreasing of pH from 9.66 to 5.92. This could be ascribed to the $\pi -\pi $ stacking produced by H$^{+}$ at the carboxyl group due to its electron accepting nature. Electrostatic potential maps also indicated that GAPTCD can exist stably in basic to weak acidic aqueous solution. Then GAPTCD was successfully applied as a high performance fluorochrome for imaging of living hela cells.

Keywords

Water-soluble perylene derivative, fluorescence spectrum, absorption spectrum, map calculations, living cell staining

First Page

835

Last Page

842

Recommended Citation

MA, YONGSHAN; ZHANG, FENGXIA; ZHANG, JINFENG; and JIANG, TIANYI (2015) "A water-soluble perylene derivative for live-cell imaging," Turkish Journal of Chemistry: Vol. 39: No. 4, Article 11. https://doi.org/10.3906/kim-1501-76
Available at: https://journals.tubitak.gov.tr/chem/vol39/iss4/11