Enzymatic removal of carboxyl protecting groups. III. Fast removal of allyl and chloroethyl esters by Bacillus subtilis esterase (BS2).

Fotakopoulou, Irene; Barbayianni, Efrosini; Constantinou-Kokotou, Violetta; Bornscheuer, Uwe T; Kokotos, George

Fotakopoulou, Irene; Barbayianni, Efrosini; Constantinou-Kokotou, Violetta; Bornscheuer, Uwe T; Kokotos, George.

Affiliation

Fotakopoulou I; Laboratory of Organic Chemistry, Department of Chemistry, University of Athens, Panepistimiopolis, Athens 15771, Greece.

J Org Chem ; 72(3): 782-6, 2007 Feb 02.

Article in En | MEDLINE | ID: mdl-17253795

ABSTRACT

ABSTRACT

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.

Subject(s)

Allyl Compounds/metabolism; Bacillus subtilis/enzymology; Carboxylic Acids/metabolism; Esterases/metabolism; Esters/metabolism; Ethyl Chloride/metabolism; Allyl Compounds/chemistry; Carboxylic Acids/chemistry; Esterases/chemistry; Esters/chemistry; Ethyl Chloride/analogs & derivatives; Hydrolysis; Models, Chemical; Time Factors

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Collection: 01-internacional Database: MEDLINE Main subject: Bacillus subtilis / Carboxylic Acids / Allyl Compounds / Esterases / Esters / Ethyl Chloride Language: En Journal: J Org Chem Year: 2007 Document type: Article Affiliation country: Greece

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