Palythine-threonine, a major novel mycosporine-like amino acid (MAA) isolated from the hermatypic coral Pocillopora capitata


Autoria(s): CARIGNAN, Mario O.; CARDOZO, Karina H. M.; OLIVEIRA-SILVA, Diogo; COLEPICOLO, Pio; CARRETO, Jose I.
Contribuinte(s)

UNIVERSIDADE DE SÃO PAULO

Data(s)

20/10/2012

20/10/2012

2009

Resumo

Using a high-resolution reverse-phase liquid chromatography method we found that the tissues of the hermatypic coral Pocillopora capitato (collected in Santiago Bay, Mexico) contain a high diversity of primary and secondary mycosporine-like amino acids (MAAs) typical of some reef-building coral species: mycosporine-glycine, shinorine, porphyra-334, mycosporine-methylamine-serine, mycosporine-methylamine-threonine, palythine-serine, palythine and one additional novel predominant MAA, with an absorbance maximum of 320 nm. Here we document the isolation and characterization of this novel MAA from the coral A capitata. Using low multi-stage mass analyses of deuterated and non deuterated compounds, high-resolution mass analyses (Time of Flight, TOF) and other techniques, this novel compound was characterized as palythine-threonine. Palythine-threonine was also present in high concentrations in the corals Pocillopora eydouxi and Stylophora pistillata indicating a wider distribution of this MAA among reef-building corals. From structural considerations we suggest that palythine-threonine is formed by decarboxylation of porphyra-334 followed by demethylation of mycosporine-methylamine-threonine. (C) 2008 Elsevier B.V. All rights reserved.

CNPq-Instituto do Milenio and Fapesp from Brazil

CNPq-Instituto do Milenio

Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)

CONICET from Argentina

CONICET from Argentina[PIP 5009]

INIDEP[1535]

INIDEP

Identificador

JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY B-BIOLOGY, v.94, n.3, p.191-200, 2009

1011-1344

http://producao.usp.br/handle/BDPI/30843

10.1016/j.jphotobiol.2008.12.001

http://dx.doi.org/10.1016/j.jphotobiol.2008.12.001

Idioma(s)

eng

Publicador

ELSEVIER SCIENCE SA

Relação

Journal of Photochemistry and Photobiology B-biology

Direitos

restrictedAccess

Copyright ELSEVIER SCIENCE SA

Palavras-Chave #UV-photoprotective compounds #Mycosporine-like amino acids (MAAs) #Palythine-threonine #HPLC-MS #Corals #Pocillopora capitata #UV-ABSORBING COMPOUNDS #SOLAR ULTRAVIOLET-RADIATION #REEF-BUILDING CORALS #GREAT-BARRIER-REEF #OXIDATIVE STRESS #STYLOPHORA-PISTILLATA #MARINE ORGANISMS #DEPENDENT ACCUMULATION #SCLERACTINIAN CORALS #MASS-SPECTROMETRY #Biochemistry & Molecular Biology #Biophysics
Tipo

article

original article

publishedVersion