Biocatalyzed generation of molecular diversity: Selective modification of the saponin asiaticoside (Articolo in rivista)

Type

• Prodotto della ricerca (Classe)
• Articolo in rivista (Classe)

Label

• Biocatalyzed generation of molecular diversity: Selective modification of the saponin asiaticoside (Articolo in rivista) (literal)

Anno

• 2005-01-01T00:00:00+01:00 (literal)

Alternative label

• Monti D., Candido A., Silva M.M.C., Kren V., Riva S., Danieli B. (2005)
  Biocatalyzed generation of molecular diversity: Selective modification of the saponin asiaticoside
  in Advanced synthesis & catalysis (Print)
  (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori

• Monti D., Candido A., Silva M.M.C., Kren V., Riva S., Danieli B. (literal)

Pagina inizio

• 1168 (literal)

Pagina fine

• 1174 (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume

• 347 (literal)

Rivista

• Advanced synthesis & catalysis (Rivista)

Note

• ISI Web of Science (WOS) (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni

• Istituto di Chimica del Riconoscimento Molecolare, C. N. R., Via Mario Bianco 9, 20131 Milano, Italy. Dipartimento di Chimica Organica e Industriale, Universita` degli Studi di Milano, Via Venezian 21, 20133 Milano, Italy. Centro de Estudos Farmaceuticos, Lab. Quimica Farmaceutica, Faculdade de Farmacia, Universidade de Coimbra, Rua do Norte 3000-295, Coimbra, Portugal. Institute of Microbiology, Laboratory of Biotransformation, Academy of Sciences of the Czech Republic, Videnska 1083, 142 20 Prague 4, Czech Republic (literal)

Titolo

• Biocatalyzed generation of molecular diversity: Selective modification of the saponin asiaticoside (literal)

Abstract

• An array of different derivatives of the complex ursane-type triterpene glycoside asiaticoside (1), a saponin component isolated from the perennial herb Centella asiatica, was generated by exploiting the stereo-, regio- and site-selectivity of four groups of enzymes (glycosidases, glycosyltransferases, lipases and laccases). A library of extracellular alpha-L-rhamnosidases (31 different items) was obtained by screening 16 different fungal strains under different cultivation conditions, and several of these preparations catalyzed the derhamnosylation of asiaticoside. Specifically, the enzymes produced by Fusarium oxysporum were selected for the synthesis of derhamno-degluco-asiaticoside (2) and also of derhamno-asiaticoside (3), by in situ glucose-inhibition of contaminating beta-D-glucosidases. beta-1,4-Galactosyltransferase from bovine milk was subsequently used for the galactosylation of the two asiaticoside derivatives 2 and 3, using 20% v/v DMSO as a cosolvent in order to increase substrate solubility. Finally, new acylated and oxidized derivatives of asiaticoside were also prepared by exploiting the lipase from Candida antarctica (Novozym 435) and the laccase from Trametes pubescens, respectively. (literal)

Prodotto di

• Istituto di chimica del riconoscimento molecolare (ICRM) (Istituto)
• Applicazioni sintetiche della biocatalisi (PM.P03.009.002) (Modulo)

Autore CNR

• DANIELA MONTI (Unità di personale interno)
• SERGIO RIVA (Unità di personale interno)
• ANDREA CANDIDO (Persona)

Incoming links:

Autore CNR di

• SERGIO RIVA (Unità di personale interno)
• DANIELA MONTI (Unità di personale interno)
• ANDREA CANDIDO (Persona)

Prodotto

• Istituto di chimica del riconoscimento molecolare (ICRM) (Istituto)
• Applicazioni sintetiche della biocatalisi (PM.P03.009.002) (Modulo)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#rivistaDi

• Advanced synthesis & catalysis (Rivista)