Pyrene-1-carboxylate in water and glycerol solutions:: Origin of the change of pK upon excitation

被引:16
作者
Nucci, Nathaniel V. [1 ]
Zelent, Bogumil [1 ]
Vanderkooi, Jane M. [1 ]
机构
[1] Univ Penn, Sch Med, Dept Biochem & Biophys, Philadelphia, PA 19104 USA
关键词
proton transfer; quantum calculations; cryogenic; dipole;
D O I
10.1007/s10895-007-0233-x
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
Pyrene-1-carboxy acid has a pK of 4 in the ground state, and a pK of 8 in the excited state. Fluorescence spectra of the acid and base forms are presented as a function of solvent and temperature. Ab initio quantum calculations indicate that the bond between the ring system and the carboxyl group has aromatic character that becomes stronger upon excitation. This stabilization helps to account for the increase in pK upon excitation.
引用
收藏
页码:41 / 49
页数:9
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