Selectivity paradigm in lipase reactions: Correlating actual and observed regioselectivity in hydrolysis of unsymmetrical diacetates

Citation
Sb. Desai et al., Selectivity paradigm in lipase reactions: Correlating actual and observed regioselectivity in hydrolysis of unsymmetrical diacetates, J ORG CHEM, 64(22), 1999, pp. 8105-8107
Citations number
29
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
00223263 → ACNP
Volume
64
Issue
22
Year of publication
1999
Pages
8105 - 8107
Database
ISI
SICI code
0022-3263(19991029)64:22<8105:SPILRC>2.0.ZU;2-T
Abstract
The first simple method using labeling technique has been developed to conf irm the actual and observed selectivities in the enzymatic hydrolysis of un symmetrical diacetates and to measure the enzyme selectivity efficiency. Th e simple method consists of enzymatic hydrolysis of unsymmetrical diacetate followed by labeling of the hydroxyacetate formed! with. CD3COOD/DCC and e nzymatic rehydrolysis of the labeled compound under the identical set of re action conditions to estimate the amount of label retained by H-1 NMR spect roscopy. The amount of label lost directly indicates the extent of regiosel ective action of the enzyme.