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Usage Statistics Cite this paper as: Fonseca, A.; Gonçalves, M.; Costa, S. A photolabile amino acid building block based on a new fluorescent functionalised coumarin-6-yl-alanine. In Proceedings of the 13th Int. Electron. Conf. Synth. Org. Chem., 1-30 November 2009; Sciforum Electronic Conferences Series, 2009, a001:1-7.
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13th Int. Electron. Conf. Synth. Org. Chem. 2009, a001:1-7
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A photolabile amino acid building block based on a new fluorescent functionalised coumarin-6-yl-alanine
Centro de Química, Universidade do Minho, Campus de Gualtar, 4710-057 Braga, Portugal;
* Author to whom correspondence should be addressed.
(This article belongs to the section A. General Organic Synthesis)
Abstract: A new fluorescent functionalized amino acid, 4-chloromethylcoumarin-6-yl-alanine, was used in the synthesis of an amino acid conjugate by coupling with a model N-protected alanine, through an ester linkage. The photophysical properties of the fluorescent conjugate are presented, as well as its behaviour towards photocleavage by irradiation in methanol/HEPES buffer (80:20) solution, in a photochemical reactor at different wavelengths (254, 300, 350 and 419 nm), followed by HPLC/UV and 1H NMR monitoring.
Keywords: Coumarin-6-yl-alanine; Amino acid conjugates; Photochemical cleavage
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