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

Nathaniel V. Nucci; Bogumil Zelent; Jane M. Vanderkooi

doi:10.1007/s10895-007-0233-x

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

Nathaniel V. Nucci, Bogumil Zelent, Jane M. Vanderkooi

Research output: Contribution to journal › Article › peer-review

16 Scopus citations

Abstract

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.

Original language	English (US)
Pages (from-to)	41-49
Number of pages	9
Journal	Journal of Fluorescence
Volume	18
Issue number	1
DOIs	https://doi.org/10.1007/s10895-007-0233-x
State	Published - Jan 2008
Externally published	Yes

All Science Journal Classification (ASJC) codes

Biochemistry
Clinical Psychology
Social Sciences (miscellaneous)
Sociology and Political Science
Spectroscopy
Clinical Biochemistry
Law

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abstract = "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.",

author = "Nucci, {Nathaniel V.} and Bogumil Zelent and Vanderkooi, {Jane M.}",

note = "Funding Information: Acknowledgements This work was supported by NIH grant PO1 GM48130 and fellowship grant NIH F31 NSO53399 to NVN.",

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AU - Zelent, Bogumil

AU - Vanderkooi, Jane M.

N1 - Funding Information: Acknowledgements This work was supported by NIH grant PO1 GM48130 and fellowship grant NIH F31 NSO53399 to NVN.

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AB - 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.

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

Abstract

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