EventsThe 13th International Electronic Conference on Synthetic Organic Chemistry
Event submissions
Published
with-doi10.3390/ecsoc-13-00138
This submission belongs to the session a. General Organic Synthesis of the event The 13th International Electronic Conference on Synthetic Organic Chemistry
Published date
30 Oct, 2009
Citation
Susana P. G. Costa, M. Sameiro T. Gonçalves, Andrea S. C. Fonseca, A photolabile amino acid building block based on a new fluorescent functionalised coumarin-6-yl-alanine, in Proceedings of The 13th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2009, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-13-00138
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A photolabile amino acid building block based on a new fluorescent functionalised coumarin-6-yl-alanine

Susana P. G. Costa 1
M. Sameiro T. Gonçalves 1
Andrea S. C. Fonseca 1
1. Centro de Química, Universidade do Minho, Campus de Gualtar, 4710-057 Braga, Portugal
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
4-(Hydroxymethyl)-6-methoxy-2-oxo-2H-benzo[h]benzopyran-ß-alanine conjugate: synthesis and photocleavage