Bis-phenacetyl and phenoxyacetyl groups as substrates for penG and penV amidases

Citation
C. Barbieri et al., Bis-phenacetyl and phenoxyacetyl groups as substrates for penG and penV amidases, J MOL CAT B, 11(4-6), 2001, pp. 487-490
Citations number
8
Categorie Soggetti
Physical Chemistry/Chemical Physics
Journal title
JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC
ISSN journal
13811177 → ACNP
Volume
11
Issue
4-6
Year of publication
2001
Pages
487 - 490
Database
ISI
SICI code
1381-1177(20010122)11:4-6<487:BAPGAS>2.0.ZU;2-1
Abstract
o-, m-, p-Bis-phenylacetic and -bis-phenoxyacetic acid esters with solketal are prepared and submitted to enzymatic hydrolysis with penicillin V (PVA) and G (PGA) amidases. While the para-isomers are recovered unchanged, orth o- and meta-bis-esters are completely hydrolysed. PVA shows a reversed subs trate specificity, hydrolysing phenylacetates faster than its natural subst rate. The use of the bis-acids as alcohol-protecting groups is proposed. (C ) 2001 Elsevier Science B.V. All rights reserved.