Enzymatic removal of carboxyl protecting groups. 2. Cleavage of the benzyl and methyl moieties

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

doi:10.1021/jo051004v

Enzymatic removal of carboxyl protecting groups. 2. Cleavage of the benzyl and methyl moieties

J Org Chem. 2005 Oct 28;70(22):8730-3. doi: 10.1021/jo051004v.

Authors

Efrosini Barbayianni¹, Irene Fotakopoulou, Marlen Schmidt, Violetta Constantinou-Kokotou, Uwe T Bornscheuer, George Kokotos

Affiliation

¹ Laboratory of Organic Chemistry, Department of Chemistry, University of Athens, Panepistimiopolis, Greece.

PMID: 16238302
DOI: 10.1021/jo051004v

Abstract

[reaction: see text] Enzymes are versatile reagents for the efficient removal of methyl and benzyl protecting groups. An esterase from Bacillus subtilis (BS2) and a lipase from Candida antarctica (CAL-A) allow a mild and selective removal of these moieties in high yields without affecting other functional groups.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Bacillus subtilis / enzymology
Benzene / chemistry*
Candida / enzymology
Esters / chemistry
Hydrolysis
Lipase / chemistry
Lipase / metabolism*
Methylation
Molecular Structure
Pancreatic Elastase / chemistry
Pancreatic Elastase / metabolism*
Peptides / chemistry
Peptides / metabolism
Phospholipases A / antagonists & inhibitors

Substances

Esters
Peptides
Lipase
Phospholipases A
Pancreatic Elastase
Benzene