Structure of highly substituted agarans from the red seaweeds Laurencia obtusa and Laurencia filiformis

Canelón, Dilsia J.; Ciancia, Marina; Suárez, Alírica I.; Compagnone, Reinaldo S.; Matulewicz, Marı́a C.

doi:10.1016/j.carbpol.2013.09.089

Cited by 20 publications

(10 citation statements)

References 42 publications

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“…Pyruvylation of Gal (PvGal) leads to a negative charges on the cell surface, which is important for intercellular interactions in the marine sponge Microciona prolifera 13 and in S. pombe 14 , 15 . The red seaweeds Cryptonemia seminervis and Laurencia filiformis also contain Pv in their polysaccharide structures 16 , 17 .…”

Section: Introductionmentioning

confidence: 99%

Identification and characterization of a novel β-D-galactosidase that releases pyruvylated galactose

Higuchi

Matsufuji

Tanuma

et al. 2018

Sci Rep

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Pyruvyl modification of oligosaccharides is widely seen in both prokaryotes and eukaryotes. Although the biosynthetic mechanisms of pyruvylation have been investigated, enzymes that metabolize and degrade pyruvylated oligosaccharides are not well known. Here, we searched for a pyruvylated galactose (PvGal)-releasing enzyme by screening soil samples. We identified a Bacillus strain, as confirmed by the 16S ribosomal RNA gene analysis, that exhibited PvGal-ase activity toward p-nitrophenyl-β-D-pyruvylated galactopyranose (pNP-β-D-PvGal). Draft genome sequencing of this strain, named HMA207, identified three candidate genes encoding potential PvGal-ases, among which only the recombinant protein encoded by ORF1119 exhibited PvGal-ase activity. Although ORF1119 protein displayed broad substrate specificity for pNP sugars, pNP-β-D-PvGal was the most favorable substrate. The optimum pH for the ORF1119 PvGal-ase was determined as 7.5. A BLAST search suggested that ORF1119 homologs exist widely in bacteria. Among two homologs tested, BglC from Clostridium but not BglH from Bacillus showed PvGal-ase activity. Crystal structural analysis together with point mutation analysis revealed crucial amino acids for PvGal-ase activity. Moreover, ORF1119 protein catalyzed the hydrolysis of PvGal from galactomannan of Schizosaccharomyces pombe, suggesting that natural polysaccharides might be substrates of the PvGal-ase. This novel PvGal-catalyzing enzyme might be useful for glycoengineering projects to produce new oligosaccharide structures.

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Section: Introductionmentioning

confidence: 99%

Identification and characterization of a novel β-D-galactosidase that releases pyruvylated galactose

Higuchi

Matsufuji

Tanuma

et al. 2018

Sci Rep

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“…Canelon et al (2014) obtained alditol acetates, partially alkylated alditol, and aldononitrile acetates by acetylation of the sugar fractions obtained by separation of the water extracts from the red seaweeds Laurencia obtusa and L. filiformis using ion-chromatography. Canelon et al (2014) obtained alditol acetates, partially alkylated alditol, and aldononitrile acetates by acetylation of the sugar fractions obtained by separation of the water extracts from the red seaweeds Laurencia obtusa and L. filiformis using ion-chromatography.…”

Section: Gas Chromatographymentioning

confidence: 99%

Analytical techniques for bioactives from seaweed

Misra¹,

Dilip²,

Hossain³

2015

Seaweed Sustainability

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“…No entanto, nas agaranas ocorrem variações dessa estrutura básica através de certo grau de substituições tanto na unidade A quanto na B, com grupos sulfato, ésteres, metil ésteres, acetal de ácido pirúvico, 4-O-metil-L-galactose e/ou D-xilose e diferentes percentagens de 3,6-anidrogalactose (USOV, 2011). , 1968;CANELÓN et al, 2014;ESTEVEZ, CIANCIA e CEREZO, 2001;FERREIRA, 2011;FERREIRA et al, 2012;LI et al, 2008;PRADO, CIANCIA e MATULEWICZ, 2008;RODRÍGUEZ et al, 2009;SIDDHANTA et al, 2002;USOV e ELASHVILI, 1991;VILLANUEVA et al, 2010a;VILLANUEVA et al, 2010b;YU et al, 2012;WHYTE e ENGLAR, 1981).…”

Section: Agaranasunclassified

“…As agaranas consistem em uma mistura de uma fração neutra completamente cíclica chamada de agarose e uma fração aniônica que correspondem às agaropectinas (LI et al, 2008;MUTHUSWAMY et al, 2007). A agarose é industrialmente obtida principalmente a partir de algas marinhas das ordens Gracilariales e Gelidiales (CANELÓN et al, 2014). Agaropectina tem a mesma estrutura que a agarose, mas contém muitos grupos aniônicos, tais como sulfato, piruvato e glicuronato (RINAUDO, 2008).…”

Section: Agaranasunclassified

Polissacarídeos Extraídos De Algas Marinhas E Suas Aplicações Biotecnológicas: Uma Revisão

Vasconcelos

Araújo

Santana

2015

R. Bras. Inov. Tecnol. Saúde

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A biodiversidade marinha brasileira tem sido reconhecida por ser fonte de compostos com propriedades biológicas diversas. As algas marinhas são consideradas fontes valiosas de diversos compostos bioativos, entre eles os polissacarídeos. Os principais polissacarídeos conhecidos de algas marinhas são carragenanas, agaranas e alginatos, mas também são relatadas as galactanas híbridas, fucanas e laminarinas. Algumas dessas macromoléculas apresentam alguns dos grupos hidroxila dos resíduos de açúcar substituídos por grupamentos sulfato, sendo chamados de polissacarídeos sulfatados. Em linhas gerais, os polissacarídeos extraídos de algas marinhas apresentam várias atividades biológicas com potenciais benefícios para a saúde, tais como atividade anticoagulante e antitrombótica, antiviral, anti-tumor, imunomodulatória, antioxidante e anti-hiperlipêmica, e aplicações bastante diversificadas na área de alimentos, farmacêutica, biomédica e biotecnológica. No Brasil, a exploração de espécies com fins comerciais de maior porte corresponde à coleta de algas vermelhas no litoral do nordeste. Entretanto, as algas marinhas ainda são um recurso pouco explorado no Brasil, sendo necessário potencializar os recursos científicos, tecnológicos e financeiros, bem como diminuir a distância entre pesquisas em polissacarídeos de algas e produção e exploração no mercado.

show abstract

Structure of highly substituted agarans from the red seaweeds Laurencia obtusa and Laurencia filiformis

Cited by 20 publications

References 42 publications

Identification and characterization of a novel β-D-galactosidase that releases pyruvylated galactose

Identification and characterization of a novel β-D-galactosidase that releases pyruvylated galactose

Analytical techniques for bioactives from seaweed

Polissacarídeos Extraídos De Algas Marinhas E Suas Aplicações Biotecnológicas: Uma Revisão

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