[Hydrogen peroxide for disulfide bridge formation in the synthesis of peptides with the sequence of the immunodominant epitope of HIV gp41 glycoprotein].
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.
Sidorova
M V
MV
Kudriavtseva
E V
EV
Antopol'skiĭ
M L
ML
Pal'keeva
M E
ME
Ovchinnikov
M V
MV
Bespalova
Zh D
ZhD
D000595:Amino Acid Sequence; D004220:Disulfides / Q000737:chemistry*; D015700:HIV Envelope Protein gp41 / Q000276:immunology*; D015497:HIV-1 / Q000737:chemistry*; D006861:Hydrogen Peroxide / Q000737:chemistry*; D016056:Immunodominant Epitopes / Q000737:chemistry* / Q000276:immunology; D008969:Molecular Sequence Data; D010446:Peptide Fragments / Q000138:chemical synthesis*
D004220:Disulfides; D015700:HIV Envelope Protein gp41; D016056:Immunodominant Epitopes; D010446:Peptide Fragments; D006861:Hydrogen Peroxide
Perekis' vodoroda dlia zamykaniia disul'fidnykh sviazeĭ v sinteze peptidov posledovatel'nosti immunodominantnogo epitopa glikoproteina gp41 VICh.