Rationalisation of the stereochemical outcome of ene-reductase-mediated bioreduction of ?,?-difunctionalised alkenes (Articolo in rivista)

Type

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

Label

• Rationalisation of the stereochemical outcome of ene-reductase-mediated bioreduction of ?,?-difunctionalised alkenes (Articolo in rivista) (literal)

Anno

• 2014-01-01T00:00:00+01:00 (literal)

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

• 10.1016/j.molcatb.2013.12.020 (literal)

Alternative label

• Brenna E.; Crotti M.; Gatti F.G.; Manfredi A.; Monti D.; Parmeggiani F.; Pugliese A.; Zampieri D. (2014)
  Rationalisation of the stereochemical outcome of ene-reductase-mediated bioreduction of ?,?-difunctionalised alkenes
  in Journal of molecular catalysis. B, Enzymatic (Print)
  (literal)

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

• Brenna E.; Crotti M.; Gatti F.G.; Manfredi A.; Monti D.; Parmeggiani F.; Pugliese A.; Zampieri D. (literal)

Pagina inizio

• 67 (literal)

Pagina fine

• 72 (literal)

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

• http://www.scopus.com/inward/record.url?eid=2-s2.0-84892910240&partnerID=q2rCbXpz (literal)

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

• 101 (literal)

Rivista

• Journal of molecular catalysis. B, Enzymatic (Rivista)

Note

• Scopu (literal)

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

• Politecnico di Milano, Dipartimento di Chimica, Materiali, Ingegneria Chimica, Via Mancinelli 7, I-20131 Milano, Italy; Istituto di Chimica Del Riconoscimento Molecolare, CNR, Via M. Bianco 9, I-20131 Milano, Italy (literal)

Titolo

• Rationalisation of the stereochemical outcome of ene-reductase-mediated bioreduction of ?,?-difunctionalised alkenes (literal)

Abstract

• The OYE1-3-mediated reductions of some ?,?-difunctionalised alkenes, showing on the double bond a nitrile and ester group, are submitted to a careful stereochemical analysis, in order to identify which of the two electron-withdrawing groups (EWGs) is responsible for the activation of the CC double bond towards reduction and for establishing hydrogen bond interactions within the binding pocket of the enzymes. The results show that for most of these substrates the activating EWG is the CN moiety linked to the prostereogenic olefinic carbon atom. The final stereochemical outcome can be explained through the empirical model which has been recently developed for difunctionalised alkenes activated by carbonyl/carboxyl containing EWGs. In a single case the activation is due to the COOR group linked to the less substituted olefinic carbon atom: an alternative empirical model is established for this kind of substrates, taking into consideration the OYE-catalysed reductions of ?,??-disubstituted-?-monofunctionalised alkenes. © 2014 Elsevier B.V. (literal)

Prodotto di

• Catalizzatori per l'abbattimento di inquinanti atmosferici (PM.P03.003.001) (Modulo)
• Istituto di chimica del riconoscimento molecolare (ICRM) (Istituto)

Autore CNR

• DANIELA MONTI (Unità di personale interno)

Insieme di parole chiave

• Keywords of "Rationalisation of the stereochemical outcome of ene-reductase-mediated bioreduction of ?,?-difunctionalised alkenes" (Insieme di parole chiave)

Incoming links:

Prodotto

• Istituto di chimica del riconoscimento molecolare (ICRM) (Istituto)
• Catalizzatori per l'abbattimento di inquinanti atmosferici (PM.P03.003.001) (Modulo)

Autore CNR di

• DANIELA MONTI (Unità di personale interno)

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

• Journal of molecular catalysis. B, Enzymatic (Rivista)

Insieme di parole chiave di

• Keywords of "Rationalisation of the stereochemical outcome of ene-reductase-mediated bioreduction of ?,?-difunctionalised alkenes" (Insieme di parole chiave)