Stereochemical aspects of the bioreduction of the conjugated double bond of perillaldehyde (Articolo in rivista)

Type

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

Label

• Stereochemical aspects of the bioreduction of the conjugated double bond of perillaldehyde (Articolo in rivista) (literal)

Anno

• 2004-01-01T00:00:00+01:00 (literal)

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

• 10.1016/j.tetasy.2004.08.025 (literal)

Alternative label

• Fronza Giovanni, Fuganti Claudio, Pinciroli Matteo, Serra Stefano (2004)
  Stereochemical aspects of the bioreduction of the conjugated double bond of perillaldehyde
  in Tetrahedron: asymmetry (Print)
  (literal)

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

• Fronza Giovanni, Fuganti Claudio, Pinciroli Matteo, Serra Stefano (literal)

Pagina inizio

• 3073 (literal)

Pagina fine

• 3077 (literal)

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

• 15 (literal)

Rivista

• Tetrahedron: asymmetry (Rivista)

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

• 5 (literal)

Note

• ISI Web of Science (WOS) (literal)

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

• CNR - ICRM Politecnico di Milano, Dipartimento di Chimica (literal)

Titolo

• Stereochemical aspects of the bioreduction of the conjugated double bond of perillaldehyde (literal)

Abstract

• A study on the regioselective reduction of the conjugate double bond of perillaldehyde is described. The chemical reduction of this substrate was investigated in order to provide a straightforward access to the relevant natural flavour, dihydroperill-aldehyde. The biological reduction of both natural (S)-(-)-perillaldehyde and synthetic (R)-(+)-perillaldehyde was accomplished by means of fermenting baker's yeast. The latter microorganism converted, with different diastereoselectivity, the (S)- and (R)-enantiomers into the corresponding trans and cis saturated alcohols, respectively. The origin of the hydrogen atoms added to the double bond was studied by deuterium labelling experiments and H-2 NMR measurements that clearly demonstrate a different mechanism of the biohydrogenation of the two enantiomeric forms of perillaldehyde. (literal)

Prodotto di

• Istituto di chimica del riconoscimento molecolare (ICRM) (Istituto)

Autore CNR

• STEFANO SERRA (Unità di personale interno)
• GIOVANNI FRONZA (Unità di personale interno)
• CLAUDIO FUGANTI (Persona)

Incoming links:

Autore CNR di

• GIOVANNI FRONZA (Unità di personale interno)
• STEFANO SERRA (Unità di personale interno)
• CLAUDIO FUGANTI (Persona)

Prodotto

• Istituto di chimica del riconoscimento molecolare (ICRM) (Istituto)

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

• Tetrahedron: asymmetry (Rivista)