J. Taillades et al., PRONASE IMMOBILIZED ON POLY(N-ACRYLOYLPIPERIDIN-4-ONE) - A L-ENANTIOSPECIFIC HYDROLYSIS OF ALPHA-AMINONITRILES WITH IMMOBILIZED AMIDASE, Bulletin de la Societe chimique de France, 132(1), 1995, pp. 119-127
Pronase immobilized on poly(N-acryloylpiperidin-4-one) : a L-enantiosp
ecific hydrolysis of alpha-aminonitriles with immobilized amidase. alp
ha-Aminonitriles are not substrates for pronase (an amidase) in the ho
mogeneous phase but become substrates for pronase when it is immobiliz
ed on polymer matrix with ketonic sites (piperidin-4-one). In this pap
er we show that under low basic aqueous conditions (pH 10-11). the hyd
ration of alpha-aminonitriles can be efficiently catalyzed by poly(N-a
cryloylpiperidin-4-one) crosslinked with 1,4-bis acryloylpiperazine (A
(80:20) in the presence of phosphate or berate buffers. These conditio
ns comply with the hydrolysis of alpha-aminoamides by pronase immobili
zed on poly(N-acryloylpiperidin-4-one) crosslinked with 1,4-bis(acrylo
yl)piperazine (A(80:20/p). Thus, in a buffered berate solution at pH 1
0.5, alpha(DL)-aminonitrile is enantiospecifically hydrolyzed into alp
ha(D)-aminoamide and alpha(L)-amino acid.