Enzymatic removal of carboxyl protecting groups. 1. Cleavage of the tert-butyl moiety

dc.contributor.author	Barbayianni, E	en
dc.contributor.author	Fotakopoulou, I	en
dc.contributor.author	Hohne, M	en
dc.contributor.author	Constantinou-Kokotou, V	en
dc.contributor.author	Bornscheuer, UT	en
dc.contributor.author	Kokotos, G	en
dc.date.accessioned	2014-06-06T06:46:18Z
dc.date.available	2014-06-06T06:46:18Z
dc.date.issued	2005	en
dc.identifier.issn	0022-3263	en
dc.identifier.uri	http://62.217.125.90/xmlui/handle/123456789/2902
dc.subject.classification	Chemistry, Organic	en
dc.subject.other	HEPTYL ESTERS	en
dc.subject.other	SELECTIVE DEPROTECTION	en
dc.subject.other	PEPTIDE-SYNTHESIS	en
dc.subject.other	AMINO-ACIDS	en
dc.subject.other	ALCOHOLS	en
dc.subject.other	MILD	en
dc.subject.other	EFFICIENT	en
dc.title	Enzymatic removal of carboxyl protecting groups. 1. Cleavage of the tert-butyl moiety	en
heal.type	journalArticle	en
heal.language	English	en
heal.publicationDate	2005	en
heal.abstract	A recent discovery that a certain amino acid motif (GGG(A)X-motif) in lipases and esterases determines their activity toward tertiary alcohols prompted us to investigate the use of these biocatalysts in the mild and selective removal of tert-butyl protecting groups in amino acid derivatives and related compounds. An esterase from Bacillus subtilis (BsubpNBE) and lipase A from Candida. antarctica (CAL-A) were identified as the most active enzymes, which hydrolyzed a range of tert-butyl esters of protected amino acids (e.g., Boc-Tyr-(OBu)-Bu-t, Z-GABA-(OBu)-Bu-t, Fmoc-GABA-OtBu) in good to high yields and left Boc, Z, and Fmoc-protecting groups intact.	en
heal.publisher	AMER CHEMICAL SOC	en
heal.journalName	JOURNAL OF ORGANIC CHEMISTRY	en
dc.identifier.issue	9	en
dc.identifier.volume	70	en
dc.identifier.isi	ISI:000228603200052	en
dc.identifier.spage	3737	en
dc.identifier.epage	3740	en