Author: Sidorova MV; Kudriavtseva EV; Antopol’skii ML;
Pal’keeva ME; Ovchinnikov MV; Bespalova ZhD
Source: Bioorg Khim 1996 Apr; 22(4):273-9
Abstract:
A simple, rapid, and highly efficient method for intramolecular
disulfide formation in tryptophan-containing peptides using
hydrogen peroxide was elaborated. Solid phase synthesis
of the peptide fragment corresponding to 601-617 sequence
of transmembrane gp41 glycoprotein of HIV-1 was performed
by Fmoc-technique. Coupling of Fmoc-Asn-OH by DCC-HOBt
method was shown to be accompanied by a side reaction of
dehydration of asparagine amide function with the formation
of side product (22%) containing 3-cyanoalanine residue.
This side reaction was not observed, when Fmoc-Asn-OH was
coupled in the form of its p-nitrophenyl ester and with
HOBt as a catalyst.
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