Investigation on the chemoenzymatic synthesis of threo- and erythro-beta-hydroxy-L-glutamic acid derivatives (Articolo in rivista)

Type

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

Label

• Investigation on the chemoenzymatic synthesis of threo- and erythro-beta-hydroxy-L-glutamic acid derivatives (Articolo in rivista) (literal)

Anno

• 2012-01-01T00:00:00+01:00 (literal)

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

• 10.1016/j.molcatb.2011.11.004 (literal)

Alternative label

• Sagui, Francesca; De Micheli, Carlo; Roda, Gabriella; Magrone, Pietro; Pizzoli, Rachele; Riva, Sergio (2012)
  Investigation on the chemoenzymatic synthesis of threo- and erythro-beta-hydroxy-L-glutamic acid derivatives
  in Journal of molecular catalysis. B, Enzymatic (Print)
  (literal)

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

• Sagui, Francesca; De Micheli, Carlo; Roda, Gabriella; Magrone, Pietro; Pizzoli, Rachele; Riva, Sergio (literal)

Pagina inizio

• 27 (literal)

Pagina fine

• 34 (literal)

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

• 75 (literal)

Rivista

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

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

• 8 (literal)

Note

• ISI Web of Science (WOS) (literal)
• ISI Web of Science (WoS) (literal)

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

• University of Milan; Consiglio Nazionale delle Ricerche (CNR) (literal)

Titolo

• Investigation on the chemoenzymatic synthesis of threo- and erythro-beta-hydroxy-L-glutamic acid derivatives (literal)

Abstract

• A derivative of the malonic semialdehyde was transformed by means of a bioconversion catalyzed by the enzyme L-threonine aldolase from E. coli into a 6:4 epimeric mixture of two precursors of beta-hydroxy glutamic acid. The enzyme was selective for the formation of the (S)-configuration at C-2, whereas the configuration at C-3 was not controlled. The two epimers were separated exploiting a diastereoselective acylation in organic solvent catalyzed by lipase PS. The relative and absolute configurations of the products were preliminarily assigned on the base of the model proposed by Kazslauskas for the stereopreference of lipase PS and by comparison of the chemical shifts of the H-2 and H-3 protons of the two homologues. The possibility of transforming the obtained products into beta-hydroxy glutamic acid derivatives by conventional chemical reactions was demonstrated. (C) 2011 Elsevier B.V. All rights reserved. (literal)

Prodotto di

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

Autore CNR

• SERGIO RIVA (Unità di personale interno)

Insieme di parole chiave

• Parole chiave di "Investigation on the chemoenzymatic synthesis of threo- and erythro-beta-hydroxy-L-glutamic acid derivatives" (Insieme di parole chiave)

Incoming links:

Autore CNR di

• SERGIO RIVA (Unità di personale interno)

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

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

Insieme di parole chiave di

• Parole chiave di "Investigation on the chemoenzymatic synthesis of threo- and erythro-beta-hydroxy-L-glutamic acid derivatives" (Insieme di parole chiave)