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Genetic and biochemical evidence for redundant pathways leading to mycosporine-like amino acid biosynthesis in the cyanobacterium Sphaerospermopsis torques-reginae ITEP-024

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Autor(es):
Geraldes, Vanessa ; de Medeiros, Livia Soman ; Lima, Stella T. ; Alvarenga, Danillo Oliveira ; Gacesa, Ranko ; Long, Paul F. ; Fiore, Marli Fatima ; Pinto, Ernani
Número total de Autores: 8
Tipo de documento: Artigo Científico
Fonte: ALGAE; v. 35, n. 2, p. 11-pg., 2020-06-01.
Resumo

Cyanobacteria have been widely reported to produce a variety of UV-absorbing mycosporine-like amino acids (MAAs). Herein, we reported production of the unusual MAA, mycosporine-glycine-alanine (MGA) in the cyanobacterium Sphaerospermopsis torques-reginae ITEP-024 using a newly developed UHPLC-DAD-MS/HRMS (ultra-high performance liquid chromatography-diode array detection-high resolution tandem mass spectrometry) method. MGA had previously been first identified in a red-algae, but S. torques-reginae strain ITEP-024 is the first cyanobacteria to be reported as an MGA producer. Herein, the chemical structure of MGA is fully elucidated from one-dimensional / two-dimensional nuclear magnetic resonance and HRMS data analyses. MAAs are unusually produced constitutively in S. torques-reginae ITEP-024, and this production was further enhanced following UV-irradiance. It has been proposed that MAA biosynthesis proceeds in cyanobacteria from the pentose phosphate pathway intermediate sedoheptulose 7-phosphate. Annotation of a gene cluster encoded in the genome sequence of S. torques-reginae ITEP-024 supports these gene products could catalyse the biosynthesis of MAAs. However, addition of glyphosate to cultures of S. torques-reginae ITEP-024 abolished constitutive and ultra-violet radiation induced production of MGA, shinorine and porphyra-334. This finding supports involvement of the shikimic acid pathway in the biosynthesis of MAAs by this species. (AU)

Processo FAPESP: 15/22742-4 - Identificação de Novos Metabólitos Secundários Bioativos de Microalgas Por Abordagens Analíticas Integradas
Beneficiário:Lívia Soman de Medeiros
Modalidade de apoio: Bolsas no Brasil - Pós-Doutorado
Processo FAPESP: 14/50420-9 - Metabólitos secundários produzidos por micro-organismos aquáticos e impacto na qualidade de frutos do mar e de peixes de água doce
Beneficiário:Ernani Pinto Junior
Modalidade de apoio: Auxílio à Pesquisa - Regular
Processo FAPESP: 18/01563-2 - Investigando o metabolismo secundário de Brasilonema (Cyanobacteria: Scytonemataceae)
Beneficiário:Danillo Oliveira de Alvarenga
Modalidade de apoio: Bolsas no Exterior - Estágio de Pesquisa - Pós-Doutorado