New non-protienogenic fluorescent amino acids: Benzoxazol-5-yl-alanine derivatives containing acetylene unit. Synthesis, spectral and photophysical properties

Irena Bylińska , Katarzyna Guzow , Justyna Wójcik , Wiesław Wiczk

Abstract

New derivatives of non-proteinogenic amino acids benzoxazol-5-yl-alanine containing substituted acetylene derivative were synthesized according to Sonogashira coupling reaction. All of the obtained compounds are fluorescent. They are characterized by high or moderate molar absorption coefficients, large Stokes shifts, high fluorescence quantum yields and very high brightness. All of these parameters as well as the positions of absorption and emission bands depend on the type and size of substituent and the solvent polarity. Their high brightness enables working with low concentrations, simple and easy detection of spectral absorption and fluorescence analyzes. Moreover, amino acid part of studied compounds allow to use them as covalently attached to a peptide or protein fluorescent probes in biological system studies.
Author Irena Bylińska (FCh / DBCh / LP)
Irena Bylińska,,
- Laboratory of Photobiophysics
, Katarzyna Guzow (FCh / DBCh / LP)
Katarzyna Guzow,,
- Laboratory of Photobiophysics
, Justyna Wójcik (FCh / DBCh / LP)
Justyna Wójcik,,
- Laboratory of Photobiophysics
, Wiesław Wiczk (FCh / DBCh / LP)
Wiesław Wiczk,,
- Laboratory of Photobiophysics
Journal seriesJournal of Photochemistry and Photobiology A-Chemistry, ISSN 1010-6030, (A 25 pkt)
Issue year2018
Vol364
Pages679-685
Publication size in sheets0.5
Keywords in Englishnon-proteinogenic amino acids, benzoxazoles, acetylene derivatives, absorbance, fluorescence, fluorophore
DOIDOI:10.1016/j.jphotochem.2018.07.012
URL http://10.1016/j.jphotochem.2018.07.012
Languageen angielski
Score (nominal)25
ScoreMinisterial score = 25.0, 04-10-2018, ArticleFromJournal
Ministerial score (2013-2016) = 25.0, 04-10-2018, ArticleFromJournal
Publication indicators WoS Impact Factor: 2016 = 2.625 (2) - 2016=2.493 (5)
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