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Titolo:
Enzymatic resolution of acetoxyalkenylphosphonates and their exploitation in the chemoenzymatic synthesis of phosphonic derivatives of carbohydrates
Autore:
Guanti, G; Zannetti, MT; Banfi, L; Riva, R;
Indirizzi:
CSCCCA, Dipartimento Chim & Chim Ind, I-16146 Genoa, Italy CSCCCA Genoa Italy I-16146 timento Chim & Chim Ind, I-16146 Genoa, Italy CSCCCA, CNR, I-16146 Genoa, Italy CSCCCA Genoa Italy I-16146CSCCCA, CNR, I-16146 Genoa, Italy
Titolo Testata:
ADVANCED SYNTHESIS & CATALYSIS
fascicolo: 6-7, volume: 343, anno: 2001,
pagine: 682 - 691
SICI:
1615-4150(200108)343:6-7<682:EROAAT>2.0.ZU;2-D
Fonte:
ISI
Lingua:
ENG
Soggetto:
ALPHA-HYDROXY PHOSPHONATES; AMINO CARBOXYLIC-ACIDS; ORGANIC-CHEMISTRY; ENANTIOSELECTIVE HYDROLYSIS; ABSOLUTE-CONFIGURATION; ASYMMETRIC-SYNTHESIS; ENANTIOMERIC PURITY; ASPERGILLUS-NIGER; CYCLIC ANALOGS; ALDEHYDES;
Keywords:
aldol reaction; carbohydrates, enzymatic resolution, hydrolases; phosphonates;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Physical, Chemical & Earth Sciences
Citazioni:
37
Recensione:
Indirizzi per estratti:
Indirizzo: Guanti, G CSCCCA, Dipartimento Chim & Chim Ind, Via Dodecaneso 31, I-16146Genoa, Italy CSCCCA Via Dodecaneso 31 Genoa Italy I-16146 16146 Genoa, Italy
Citazione:
G. Guanti et al., "Enzymatic resolution of acetoxyalkenylphosphonates and their exploitation in the chemoenzymatic synthesis of phosphonic derivatives of carbohydrates", ADV SYNTH C, 343(6-7), 2001, pp. 682-691

Abstract

The resolution of racemic alpha-, beta-, and gamma -hydroxy-omega -alkenylphosphonates was achieved by enzymatic hydrolysis of the corresponding acetates. The optically active alcohols were transformed into beta -hydroxyaldehydes and allowed to react with dihydroxyacetone phosphate (DHAP) via enzymatic aldol addition catalyzed by rabbit muscle fructose 1,6-bisphosphate aldolase (FruA(rab)). After enzymatic dephosphorylation, a set of novel sugarphosphonates was obtained.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 25/01/20 alle ore 16:43:44