Document Detail

Photophysics and photochemistry of the UV filter kynurenine covalently attached to amino acids and to a model protein.
MedLine Citation:
PMID:  20722363     Owner:  NLM     Status:  MEDLINE    
The photophysics and photochemistry of kynurenine (KN) covalently bound to the amino acids lysine, cysteine, and histidine, the antioxidant glutathione, and the protein lysozyme have been studied by optical spectroscopy with femto- and nanosecond time resolution. The fluorescence quantum yield of the adducts of KN to amino acids is approximately 2 times higher than that of the free KN in solution; KN attached to protein exhibits a 7-fold increase in the fluorescence quantum yield. The S(1) state dynamics of KN-modified lysozyme reveals a multiphasic decay with a broad dispersion of time constants from 1 ps to 2 ns. An increase of the triplet yield of KN bound to lysozyme is also observed; the triplet state undergoes fast intramolecular decay. The obtained results reveal an increase of the photochemical activity of KN after its covalent attachment to amino acids and proteins, which may contribute to the development of oxidative stress in the human lenses-the main causative factor for the cataract onset.
Peter S Sherin; Jakob Grilj; Lyudmila V Kopylova; Vadim V Yanshole; Yuri P Tsentalovich; Eric Vauthey
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  The journal of physical chemistry. B     Volume:  114     ISSN:  1520-5207     ISO Abbreviation:  J Phys Chem B     Publication Date:  2010 Sep 
Date Detail:
Created Date:  2010-09-09     Completed Date:  2011-01-12     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  101157530     Medline TA:  J Phys Chem B     Country:  United States    
Other Details:
Languages:  eng     Pagination:  11909-19     Citation Subset:  IM    
International Tomography Center SB RAS, Institutskaya str. 3a, 630090 Novosibirsk, Russia.
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MeSH Terms
Amino Acids / chemistry*
Cysteine / chemistry
Glutathione / chemistry
Histidine / chemistry
Kynurenine / chemistry*
Lysine / chemistry
Molecular Structure
Muramidase / chemistry,  genetics
Peptides / chemistry,  genetics
Photochemistry / methods*
Spectrometry, Fluorescence / methods
Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
Ultraviolet Rays*
Reg. No./Substance:
0/Amino Acids; 0/Peptides; 343-65-7/Kynurenine; 52-90-4/Cysteine; 56-87-1/Lysine; 70-18-8/Glutathione; 71-00-1/Histidine; EC 3.2.1.-/hen egg lysozyme; EC

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