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

Autor(es)

Geraldes, Vanessa ^[1] ; de Medeiros, Livia Soman ^[2] ; Lima, Stella T. ^[3] ; Alvarenga, Danillo Oliveira ^{[3, 4]} ; Gacesa, Ranko ^[5] ; Long, Paul F. ^{[1, 5]} ; Fiore, Marli Fatima ^[3] ; Pinto, Ernani ^{[1, 3]}

Afiliação do(s) autor(es)

^[1] Univ Sao Paulo, Fac Pharmaceut Sci, BR-05508000 Sao Paulo - Brazil

^[2] Univ Fed Sao Paulo, Dept Chem, BR-04021001 Diadema, SP - Brazil

^[3] Univ Sao Paulo, Ctr Nucl Energy Agr, Piracicaba, SP - Brazil

^[4] Univ Helsinki, Dept Microbiol, Helsinki 00100 - Finland

^[5] Kings Coll London, Fac Life Sci & Med, Inst Pharmaceut Sci, London WC2R 2LS - England

• Tipo de documento: Artigo Científico
• Fonte: ALGAE; v. 35, n. 2, p. 177-187, JUN 2020.
• Citações Web of Science: 2

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: 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: 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: 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