| dc.contributor.author |
Schmidt, M |
en |
| 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 |
2014-06-06T06:46:42Z |
|
| dc.date.available |
2014-06-06T06:46:42Z |
|
| dc.date.issued |
2005 |
en |
| dc.identifier.issn |
00223263 |
en |
| dc.identifier.uri |
http://dx.doi.org/10.1021/jo050114z |
en |
| dc.identifier.uri |
http://62.217.125.90/xmlui/handle/123456789/3149 |
|
| dc.subject.other |
Alcohols |
en |
| dc.subject.other |
Enzymes |
en |
| dc.subject.other |
Esters |
en |
| dc.subject.other |
Hydrolysis |
en |
| dc.subject.other |
Reaction kinetics |
en |
| dc.subject.other |
Esterases |
en |
| dc.subject.other |
Lipases |
en |
| dc.subject.other |
Tert-butyl esters |
en |
| dc.subject.other |
Tertiary alcohols |
en |
| dc.subject.other |
Amino acids |
en |
| dc.subject.other |
9 fluorenylmethoxycarbonyl |
en |
| dc.subject.other |
acid lipase |
en |
| dc.subject.other |
amino acid derivative |
en |
| dc.subject.other |
benzyloxycarbonyl |
en |
| dc.subject.other |
carbonyl derivative |
en |
| dc.subject.other |
esterase |
en |
| dc.subject.other |
tert butyloxycarbonyl |
en |
| dc.subject.other |
triacylglycerol lipase |
en |
| dc.subject.other |
unclassified drug |
en |
| dc.subject.other |
article |
en |
| dc.subject.other |
Bacillus subtilis |
en |
| dc.subject.other |
biocatalyst |
en |
| dc.subject.other |
Candida antarctica |
en |
| dc.subject.other |
hydrolysis |
en |
| dc.subject.other |
protein motif |
en |
| dc.subject.other |
Amino Acid Sequence |
en |
| dc.subject.other |
Amino Acids |
en |
| dc.subject.other |
Bacillus subtilis |
en |
| dc.subject.other |
Benzene Derivatives |
en |
| dc.subject.other |
Butanes |
en |
| dc.subject.other |
Candida albicans |
en |
| dc.subject.other |
Carboxylic Acids |
en |
| dc.subject.other |
Catalysis |
en |
| dc.subject.other |
Esterases |
en |
| dc.subject.other |
Hydrocarbons, Halogenated |
en |
| dc.subject.other |
Indicators and Reagents |
en |
| dc.subject.other |
Lipase |
en |
| dc.title |
Enzymatic removal of carboxyl protecting groups. 1. Cleavage of the tert-butyl moiety |
en |
| heal.type |
journalArticle |
en |
| heal.identifier.primary |
10.1021/jo050114z |
en |
| heal.publicationDate |
2005 |
en |
| heal.abstract |
(Chemical Equation Presented) 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-OtBu, Z-GABA-OtBu, Fmoc-GABA-O tBu) in good to high yields and left Boc, Z, and Fmoc-protecting groups intact. © 2005 American Chemical Society. |
en |
| heal.journalName |
Journal of Organic Chemistry |
en |
| dc.identifier.issue |
9 |
en |
| dc.identifier.volume |
70 |
en |
| dc.identifier.doi |
10.1021/jo050114z |
en |
| dc.identifier.spage |
3737 |
en |
| dc.identifier.epage |
3740 |
en |