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Resolution of DL-2-aminosuberic acid via protease-catalyzed ester hydrolysis
Authors:M Rivard  P Maloň  Dr V ?e?ovský
Institution:(1) Laboratoires des Reactions Organiques Selectives, bat. 420, Université Paris-Sud, Orsay, France;(2) Insitute of Organic Chemistry and Biochemistry, Czech Academy of Sciences, Flemingovo 2, 166 10 Prague 6, Czech Republic
Abstract:Summary Papain-catalyzed regioselective cleavage ofagr-methyl ester in Z-DL-Asu(OMe)-OMe leads to Z-L-Asu(OMe)-OH and Z-D-Asu(OMe)-OMe. Subsequent saponifications yield Z-L-Asu-OH and Z-D-Asu-OH. The enzymaticagr-ester hydrolysis was also achieved by subtilisin BPNprime in organic solvent with low water content.Abbreviations Asu 2-aminosuberic acid - Z benzyloxycarbonyl - OMe methyl ester - DCHA dicyclohexylamine
Keywords:Amino acids  Aminosuberic acid  Enzymatic resolution  Papain  Subtilisin
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