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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Geraldes , V , de Medeiros , L S , Lima , S T , Alvarenga , D O , Gacesa , R , Long , P F , Fiore , M F & Pinto , E 2020 , ' Genetic and biochemical evidence for redundant pathways leading to mycosporine-like amino acid biosynthesis in the cyanobacterium Sphaerospermopsis torques-reginae ITEP-024 ' , Algae , vol. 35 , no. 2 , pp. 177-187 . https://doi.org/10.4490/algae.2020.35.5.19

Title: Genetic and biochemical evidence for redundant pathways leading to mycosporine-like amino acid biosynthesis in the cyanobacterium Sphaerospermopsis torques-reginae ITEP-024
Author: Geraldes, Vanessa; de Medeiros, Livia Soman; Lima, Stella T.; Alvarenga, Danillo Oliveira; Gacesa, Ranko; Long, Paul F.; Fiore, Marli Fatima; Pinto, Ernani
Contributor: University of Helsinki, Department of Microbiology
Date: 2020-06
Language: eng
Number of pages: 11
Belongs to series: Algae
ISSN: 1226-2617
URI: http://hdl.handle.net/10138/317699
Abstract: 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.
Subject: cyanobacteria
mycosporine ycine-alanine (MGA)
mycosporine-like amino acids (MAAs)
Sphaerospermopsis torques-reginae
UV-induction
SUNSCREEN BIOSYNTHESIS
ULTRAVIOLET-RADIATION
SHIKIMATE PATHWAY
ELECTROSPRAY
FRAGMENTATION
ACCUMULATION
MAAS
11832 Microbiology and virology
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