The interaction of amino acids with macrocyclic pH probes of pseudopeptidic nature
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Show full item recordcomunitat-uji-handle:10234/9
comunitat-uji-handle2:10234/7053
comunitat-uji-handle3:10234/8639
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INVESTIGACIONMetadata
Title
The interaction of amino acids with macrocyclic pH probes of pseudopeptidic natureAuthor (s)
Date
2017Publisher
Royal Society of ChemistryISSN
1474-905X; 1474-9092Bibliographic citation
Photochem. Photobiol. Sci., 2017, 16, 1320Type
info:eu-repo/semantics/articleVersion
info:eu-repo/semantics/submittedVersionAbstract
The fluorescence quenching, by a series of amino acids, of pseudopeptidic compounds acting as probes for cellular acidity has been investigated. It has been found that amino acids containing electron-rich aromatic ... [+]
The fluorescence quenching, by a series of amino acids, of pseudopeptidic compounds acting as probes for cellular acidity has been investigated. It has been found that amino acids containing electron-rich aromatic side chains like Trp or Tyr, as well as Met quench the emission of the probes mainly via a collisional mechanism, with Stern–Volmer constants in the 7–43 M−1 range, while other amino acids such as His, Val or Phe did not cause deactivation of the fluorescence. Only a minor contribution of a static quenching due to the formation of ground-state complexes has been found for Trp and Tyr, with association constants in the 9–24 M−1 range. For these ground-state complexes, a comparison between the macrocyclic probes and an open chain analogue reveals the existence of a moderate macrocyclic effect due to the preorganization of the probes in the more rigid structure. [-]
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Photochem. Photobiol. Sci., 2017, 16, 1320–1326Investigation project
CTQ2015-68429-R ; P1·1B-2012-41Rights
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