Journal article

Photoinitiated Intramolecular Proton Transfer in Deprotonated para-Coumaric Acid

James N Bull, Gabriel da Silva, Michael S Scholz, Eduardo Carrascosa, Evan J Bieske

The Journal of Physical Chemistry A | American Chemical Society | Published : 2019

Abstract

Deprotonated para-coumaric acid is commonly considered as a model for the chromophore in photoactive yellow protein, which undergoes E → Z isomerization following absorption of blue light. Here, tandem ion mobility mass spectrometry is coupled with laser excitation to study the photochemistry of deprotonated para-coumaric acid, to show that the E isomers of the phenoxide and carboxylate forms have distinct photochemical responses with maxima in their action spectra at 430 and 360 nm, respectively. The E isomer of the phenoxide anion undergoes efficient autodetachment upon excitation of its lowest ππ* transition. For the E isomer of the carboxylate deprotomer, a one-way photoinitiated proton ..

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Grants

Awarded by Australian Research Council (ARC)


Awarded by Austrian Science Fund (FWF) through a Schrodinger Fellowship


Funding Acknowledgements

This research was funded through the Australian Research Council (ARC) Discovery Project scheme (DP150101427 and DP160100474) and Future Fellowship scheme (FT130101304). J.N.B. acknowledges resources from the Australian National Computational Infrastructure (NCI) through Early Career Allocation yal and a Microsoft Azure Research Award. M.S.S. thanks the ARC for an Australian Postgraduate Award scholarship. E.C. acknowledges support by the Austrian Science Fund (FWF) through a Schrodinger Fellowship (Nr. J4013-N36). Prof. Lars Andersen, Aarhus University, is thanked for providing data from ref 36.