Yongshan MA, Fengxia ZHANG, Jinfeng ZHANG, Tianyi JIANG

A water-soluble perylene derivative for live-cell imaging

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.

Anahtar Kelimeler:

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

A water-soluble perylene derivative for live-cell imaging

Keywords:

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

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Figure 7. MS (MALDI-TOF) spectrum of GAPTCD.
Cell culture for hela cells
Cervical cancer cells (hela cells) were cultured in high-glucose Dulbecco’s modified Eagle’s medium (DMEM, Sigma) containing 10% fetal bovine serum (FBS, Sigma), 100 µ g/mL streptomycin (Sigma), 100 µ g/mL penicillin (Sigma), and 5% CO2at 37 ◦
C in an incubator. After 48 h of growth, the cells were subjected to 10 µ M GAPTCD in water. Two hours later, the samples were viewed under the fluorescence microscope at an excitation with a UV-filter source of 330–380 nm.