Selective enzymatic removal of protecting groups: The phenylacetamide as amino protecting group in phosphopeptide synthesis

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 peptide bonds, the C-terminal esters or the phosphates. In particular, under the conditions of t...

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Bibliographic Details
Published in:Tetrahedron letters 1996-11, Vol.37 (48), p.8725-8728
Main Authors: Waldmann, Herbert, Heuser, Axel, Schulze, Sonja
Format: Article
Language:English
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Summary: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 peptide bonds, the C-terminal esters or the phosphates. In particular, under the conditions of the enzymatic reactions a β-elimination of the phosphate does not occur. Graphic
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(96)02041-2