Exploitation of a Laccase/Meldola's Blue System for NAD(+) Regeneration in Preparative Scale Hydroxysteroid Dehydrogenase-Catalyzed Oxidations (Articolo in rivista)

Type

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

Label

• Exploitation of a Laccase/Meldola's Blue System for NAD(+) Regeneration in Preparative Scale Hydroxysteroid Dehydrogenase-Catalyzed Oxidations (Articolo in rivista) (literal)

Anno

• 2012-01-01T00:00:00+01:00 (literal)

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

• 10.1002/adsc.201200429 (literal)

Alternative label

• Ferrandi, Erica Elisa; Monti, Daniela; Patel, Ilabahen; Kittl, Roman; Haltrich, Dietmar; Riva, Sergio; Ludwig, Roland (2012)
  Exploitation of a Laccase/Meldola's Blue System for NAD(+) Regeneration in Preparative Scale Hydroxysteroid Dehydrogenase-Catalyzed Oxidations
  in Advanced synthesis & catalysis (Print)
  (literal)

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

• Ferrandi, Erica Elisa; Monti, Daniela; Patel, Ilabahen; Kittl, Roman; Haltrich, Dietmar; Riva, Sergio; Ludwig, Roland (literal)

Pagina inizio

• 2821 (literal)

Pagina fine

• 2828 (literal)

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

• 354 (literal)

Rivista

• Advanced synthesis & catalysis (Rivista)

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

• 8 (literal)

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

• 14-15 (literal)

Note

• ISI Web of Science (WoS) (literal)

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

• Consiglio Nazionale delle Ricerche (CNR); University of Bodenkultur Wien; Austrian Ctr Ind Biotechnol (literal)

Titolo

• Exploitation of a Laccase/Meldola's Blue System for NAD(+) Regeneration in Preparative Scale Hydroxysteroid Dehydrogenase-Catalyzed Oxidations (literal)

Abstract

• An enzymatic regeneration system consisting of laccase and the 2H+/2e- redox mediator Meldolas blue (MB) was developed for the efficient oxidation of reduced nicotinamide adenine dinucleotide (NADH) cofactor and employed in the gram-scale oxidation of cholic acid (1) to its 7-keto derivative (1a) by 7a-hydroxysteroid dehydrogenase (7a-HSDH) in an aqueous, buffered reaction system. The regenerating enzyme, laccase, reduces molecular oxygen as terminal 4H+/4e- acceptor to water and concomitantly reoxidizes NADH via MB at high turnover rates. The regeneration system was successfully applied to quantitatively convert 1 (50 mM, 20.4 g) into 1a with a space-time yield of 5.8 mmol?L-1?h-1. High total turnover numbers were achieved for 7a-HSDH (4.2x105) and laccase (1.1x106). Alternatively, the regeneration system was employed on the conversion of the methyl ester derivative of cholic acid (2, 200 mM, 5.9 g) dissolved in isopropyl acetate as organic solvent in a biphasic system. Due to the high concentration of 2 and the excellent performance of the enzymatic cascade reaction even under the harsh process conditions, space-time yields of up to 20 mmol?L-1?h-1 (8.5 g?L-1?h-1) of the produced 7-keto derivative 2a were obtained. The irreversibility and high driving force of the regenerating reaction allowed quantitative conversions and easy product recovery. (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)
• ERICA ELISA FERRANDI (Persona)
• ILABAHEN ANJAN PATEL (Unità di personale esterno)

Insieme di parole chiave

• Keywords of "Exploitation of a Laccase/Meldola's Blue System for NAD(+) Regeneration in Preparative Scale Hydroxysteroid Dehydrogenase-Catalyzed Oxidations" (Insieme di parole chiave)

Incoming links:

Autore CNR di

• SERGIO RIVA (Unità di personale interno)
• DANIELA MONTI (Unità di personale interno)
• ERICA ELISA FERRANDI (Persona)
• ILABAHEN ANJAN PATEL (Unità di personale esterno)

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)

Insieme di parole chiave di

• Keywords of "Exploitation of a Laccase/Meldola's Blue System for NAD(+) Regeneration in Preparative Scale Hydroxysteroid Dehydrogenase-Catalyzed Oxidations" (Insieme di parole chiave)