PREPARATION OF AN ASPARTIC ACID-CONTAINING PROTECTED PEPTIDE - ALTERNATIVES FOR OVERCOMING A SIDE REACTION DURING HF TREATMENT

Authors
ROBLES J PEDROSO E GRANDAS A
Citation
J. Robles et al., PREPARATION OF AN ASPARTIC ACID-CONTAINING PROTECTED PEPTIDE - ALTERNATIVES FOR OVERCOMING A SIDE REACTION DURING HF TREATMENT, International journal of peptide & protein research, 43(4), 1994, pp. 359-362
Citations number
20
Categorie Soggetti
Biology
Journal title
International journal of peptide & protein research → ACNP
ISSN journal
03678377
Volume
43
Issue
4
Year of publication
1994
Pages
359 - 362
Database
ISI
SICI code
0367-8377(1994)43:4<359:POAAAP>2.0.ZU;2-R
Abstract
Treatment of the peptide-resin Ac-Asn-Ser(Bzl)-Gly-Asp(OFm)-pMeBHA wit h HF/anisole cleaves the peptide-resin bond and removes the benzyl gro up, as expected, but also yields an impurity (ca. 25%)in which the ben zyl group is linked to the fluorenylmethyl protecting group. Separatio n of the desired peptide from the impurity can be accomplished by reve rsed-phase medium-pressure liquid chromatography. The side reaction do es not t ake place when the gamma-carboxyl of aspartic acid is protect ed with the 2-(4-acetyl-2-nitrophenyl)ethyl group. (C) Munksgaard 1994 .