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

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http://pubman.mpdl.mpg.de/cone/persons/resource/persons98735

Waldmann,  Herbert
Abt. IV: Chemische Biologie, Max Planck Institute of Molecular Physiology, Max Planck Society;

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Citation

Waldmann, H., Heuser, A., & Schulze, S. (1996). Selective enzymatic removal of protecting groups: The phenylacetamide as amino protecting group in phosphopeptide synthesis. TETRAHEDRON LETTERS, 37(48), 8725-8728. doi:10.1016/S0040-4039(96)02041-2.


Cite as: http://hdl.handle.net/11858/00-001M-0000-0014-71F3-9
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 peptide bonds, the C-terminal esters or the phosphates. In particular, under the conditions of the enzymatic reactions a beta-elimination of the phosphate does not occur. Copyright (C) 1996 Elsevier Science Ltd