SELECTIVE ENZYMATIC REMOVAL OF PROTECTING GROUPS - THE PHENYLACETAMIDE AS AMINO PROTECTING GROUP IN PHOSPHOPEPTIDE SYNTHESIS

Authors
WALDMANN H HEUSER A SCHULZE S
Citation
H. Waldmann et al., SELECTIVE ENZYMATIC REMOVAL OF PROTECTING GROUPS - THE PHENYLACETAMIDE AS AMINO PROTECTING GROUP IN PHOSPHOPEPTIDE SYNTHESIS, Tetrahedron letters, 37(48), 1996, pp. 8725-8728
Citations number
45
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
48
Year of publication
1996
Pages
8725 - 8728
Database
ISI
SICI code
0040-4039(1996)37:48<8725:SEROPG>2.0.ZU;2-G
Abstract
The phenylacetamido (PhAc) amino protecting group can be removed from sensitive phosphopeptides by means of penicillin G acylase under mild conditions (pH 6.5, room temperature) and without attack on the peptid e bonds, the C-terminal esters or the phosphates. In particular, under the conditions of the enzymatic reactions a beta-elimination of the p hosphate does not occur. Copyright (C) 1996 Elsevier Science Ltd