84285-34-7Relevant academic research and scientific papers
Acylase I in the alcoholysis of α-substituted dicarboxylic acid esters and derivatives: Enantio- and regioselectivity
Liljeblad, Arto,Lindborg, Jutta,Kanerva, Liisa T.
, p. 3957 - 3966 (2000)
Enantio- and regioselective butanolyses of α-substituted dimethyl succinates (substituents: Me-, MeO2CCH2-, NH2-, AcHN-, PrCOHN-, HO-, MeO-, PrO-, AcO-, PrCO2-, HepCO2-, Cl- and Br-) and glutarates (substituents: PrCONH- and CbzNH-) and that of methyl pyroglutamate with acylase I enzymes have been studied. Acylase I-catalyzed reactions were totally regioselective proceeding exclusively at the sterically more hindered methyl ester group α to the substituent. High enantioselectivities (E from 50 to >>100) were observed only for the substrates containing CONH functionality in the substituent although the C-N bond was unreactive. The nature of the substituent influenced which of the two enantiomers reacted faster. Copyright (C) 2000 Elsevier Science Ltd.
