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1 February 2003 In Vitro cistrans Photoisomerization of Palythene and Usujirene. Implications on the In Vivo Transformation of Mycosporine-like Amino Acids
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Abstract

The in vitro photoinduced reactions of the mycosporine-like amino acids (MAA) usujirene and palythene were studied by monochromatic stationary irradiation at 366 nm. High-performance liquid chromatography analysis of the irradiated aqueous solution of usujirene indicated a low photoreactivity on the basis of the observed photodecomposition quantum yield of ϕ−U = (2.86 ± 0.80) × 10−5, which can be partially accounted for by the cistrans photoisomerization of usujirene to palythene (ϕU→P = [1.71 ± 0.13] × 10−5). However, palythene in aqueous solution showed a higher photostability than did usujirene under equivalent conditions, establishing a photostationary mixture of cistrans isomers with a relative composition of palythene–usujirene (11:1). These results may explain the preferential in vivo accumulation of palythene relative to that of usujirene observed in several dinoflagellate species.

Federico R. Conde, Mario O. Carignan, M. Sandra Churio, and José I. Carreto "In Vitro cistrans Photoisomerization of Palythene and Usujirene. Implications on the In Vivo Transformation of Mycosporine-like Amino Acids," Photochemistry and Photobiology 77(2), 146-150, (1 February 2003). https://doi.org/10.1562/0031-8655(2003)077<0146:IVCTPO>2.0.CO;2
Received: 19 July 2002; Accepted: 1 November 2002; Published: 1 February 2003
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