1395394-06-5Relevant articles and documents
Photorelease of amino acids from novel thioxobenzo[f]benzopyran ester conjugates
Piloto, Ana M.,Soares, Ana M. S.,Costa, Susana P. G.,Goncalves, M. Sameiro T.
, p. 2275 - 2282 (2012/08/29)
Aiming at the enhancement of the performance of (9-methoxy-3-oxo-3H- benzo[f]benzopyran-1-yl) methyl ester as photocleavable protecting group for the carboxylic acid function at long-wavelengths, 9-methoxy-3-thioxo-3H-benzo[f] benzopyran-l-valine and l-phenylalanine model conjugates were prepared through a thionation reaction of the corresponding oxo-benzobenzopyrans. These thioxobenzobenzopyran derivatives were subjected to photocleavage reactions in the same conditions as the parent oxo-benzobenzopyrans at different wavelengths of irradiation, and photocleavage data were obtained. It was found that the exchange of the carbonyl by a thiocarbonyl group enhanced the performance of the heterocyclic protecting group at 419 nm by improving the photolysis rates, making it an appropriate group for practical applications at long wavelengths.