Enzymatic removal of carboxyl protecting groups. III. Fast removal of allyl and chloroethyl esters by Bacillus subtilis esterase (BS2).
An esterase from Bacillus subtilis (BS2) allows the fast and selective removal of allyl, 2-chloroethyl, and 2,2,2-chloroethyl esters under mild conditions in high yields. In addition, BS2 easily hydrolyzes phenacyl esters, while the hydrolysis of sterically hindered diphenylmethyl esters is slow, requiring longer reaction time and higher enzyme/substrate ratio.
Fotakopoulou
Irene
I
Laboratory of Organic Chemistry, Department of Chemistry, University of Athens, Panepistimiopolis, Athens 15771, Greece.
Barbayianni
Efrosini
E
Constantinou-Kokotou
Violetta
V
Bornscheuer
Uwe T
UT
Kokotos
George
G
D000498:Allyl Compounds / Q000737:chemistry / Q000378:metabolism*; D001412:Bacillus subtilis / Q000201:enzymology*; D002264:Carboxylic Acids / Q000737:chemistry / Q000378:metabolism*; D004950:Esterases / Q000737:chemistry / Q000378:metabolism*; D004952:Esters / Q000737:chemistry / Q000378:metabolism*; D005018:Ethyl Chloride / Q000031:analogs & derivatives / Q000378:metabolism*; D006868:Hydrolysis; D008956:Models, Chemical; D013997:Time Factors
D000498:Allyl Compounds; D002264:Carboxylic Acids; D004952:Esters; D005018:Ethyl Chloride; D004950:Esterases