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Colorimetric Probe for the Detection of Thiols: The Dihydroazulene/Vinylheptafulvene System
Author(s) -
Cacciarini Martina,
Della Pia Eduardo A.,
Nielsen Mogens B.
Publication year - 2012
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201200887
Subject(s) - chemistry , cysteine , thiol , acetonitrile , naked eye , selectivity , reactivity (psychology) , combinatorial chemistry , amino acid , organic chemistry , biochemistry , chromatography , catalysis , detection limit , medicine , alternative medicine , pathology , enzyme
A new application of the dihydroazulene/vinylheptafulvene (DHA/VHF) system as a chemodosimeter for thiols is reported herein. A color change visible to the naked eye can be detected in acetonitrile/water (4:1) in the presence of cysteine and alkanethiols but not with other amino acids. The higher reactivity of DHA towards cysteine compared with VHF has been demonstrated. The easy synthesis of the main core and its versatility in terms of structural and physicochemical changes are essential elements for developing a new family of thiol‐specific probes with higher selectivity and sensitivity than the reported prototype.