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  4. High Susceptibility of Histidine to Charge Solvation Revealed by Cold Ion Spectroscopy
 
research article

High Susceptibility of Histidine to Charge Solvation Revealed by Cold Ion Spectroscopy

Pereverzev, Aleksandr Y.
•
Kopysov, Vladimir  
•
Boyarkin, Oleg V.  
2017
Angewandte Chemie International Edition

Histidine remained the last aromatic amino acid for which the intrinsic spectroscopic properties and structures were obscure. We measured the UV and IR spectra of protonated histidine, isolated in the gas phase, using photofragmentation cold ion spectroscopy. Unexpectedly, the UV absorption appears strongly redshifted relative to that of the cation in aqueous solutions. In investigating this phenomenon, we solved the geometries of all abundant conformers using IR conformer-selective spectroscopy and ab initio quantum chemical calculations. In all of the structures, the proton resides on the imidazole ring. The measured UV spectra of protonated methylimidazole, histamine and histidine, together with calculations of the electronic spectra for the latter, suggest that, in comparison with other aromatic amino acids, such location of proton makes UV absorption of histidine highly sensitive to the local environment of its side chain.

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Type
research article
DOI
10.1002/anie.201709437
Web of Science ID

WOS:000416244200025

Author(s)
Pereverzev, Aleksandr Y.
Kopysov, Vladimir  
Boyarkin, Oleg V.  
Date Issued

2017

Publisher

Wiley-Blackwell

Published in
Angewandte Chemie International Edition
Volume

56

Issue

49

Start page

15639

End page

15643

Subjects

gas-phase spectroscopy

•

histidine

•

non-covalent interactions

•

photofragmentation

•

structure elucidation

Editorial or Peer reviewed

REVIEWED

Written at

EPFL

EPFL units
LCPM  
Available on Infoscience
January 15, 2018
Use this identifier to reference this record
https://infoscience.epfl.ch/handle/20.500.14299/144059
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