2-Oxo-2H-benzo[h]benzopyran as a new light sensitive protecting group for neurotransmitter amino acids |
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Authors: | Ana M S Soares Susana P G Costa M Sameiro T Gonçalves |
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Institution: | 1. Centro de Química, Universidade do Minho, Campus de Gualtar, 4710-057, Braga, Portugal
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Abstract: | Aiming at the development of new benzopyran-based photocleavable protecting groups, novel chloromethylated and hydroxymethylated
2-oxo-2H-benzoh]benzopyran derivatives bearing a methoxy substituent were designed and used in the synthesis of a series of fluorescent bioconjugates,
by linking through an ester or urethane bond to several model neurotransmitter amino acids (glycine, alanine, β-alanine and
γ-aminobutyric acid, GABA). The resulting fluorescent bioconjugates with emission in the visible range and high fluorescent
quantum yields, were subjected to photocleavage reaction in methanol/HEPES buffer (80:20) solution at different wavelengths
of irradiation (250, 300, 350 and 419 nm) and photocleavage kinetic data were obtained. |
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