PMID: 12785052Jun 6, 2003Paper

In vitro cis-trans photoisomerization of palythene and usujirene. Implications on the in vivo transformation of mycosporine-like amino acids

Photochemistry and Photobiology
Federico R CondeJosé I Carreto

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 phi(-U) = (2.86 +/- 0.80) x 10(-5), which can be partially accounted for by the cis-trans photoisomerization of usujirene to palythene (phi(U-->P) = [1.71 +/- 0.13] x 10(-5)). However, palythene in aqueous solution showed a higher photostability than did usujirene under equivalent conditions, establishing a photostationary mixture of cis-trans 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.

References

May 20, 1998·Natural Product Reports·W M Bandaranayake
Mar 28, 2003·Photochemical & Photobiological Sciences : Official Journal of the European Photochemistry Association and the European Society for Photobiology·Jörn TonneJosef Michl

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Citations

Dec 29, 2012·Applied Microbiology and Biotechnology·Prashant Gabani, Om V Singh
Jan 20, 2016·Antioxidants·Naoki WadaSeiichi Matsugo
Jan 9, 2009·Journal of Photochemistry and Photobiology. B, Biology·Mario O CarignanJosé I Carreto
Feb 22, 2011·Journal of Applied Microbiology·O V Singh, P Gabani
May 16, 2006·Journal of Photochemistry and Photobiology. B, Biology·Alan I CalloneJosé I Carreto
May 17, 2005·Journal of Photochemistry and Photobiology. B, Biology·Kenia Whitehead, John I Hedges
Aug 27, 2009·Photochemical & Photobiological Sciences : Official Journal of the European Photochemistry Association and the European Society for Photobiology·Anastazia T Banaszak, Michael P Lesser
Jun 6, 2007·Photochemical & Photobiological Sciences : Official Journal of the European Photochemistry Association and the European Society for Photobiology·Federico Rubén CondeCarlos Mario Previtali
Apr 10, 2014·Photochemical & Photobiological Sciences : Official Journal of the European Photochemistry Association and the European Society for Photobiology·Patricia E GarciaMaria C Dieguez

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