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Optimization of solid-phase synthesis of difficult peptide sequences via comparison between different improved approaches
Faculty
Science
Year:
2007
Type of Publication:
Article
Pages:
531-536
Authors:
HATTABA, A, Rahman, S. Abdel, El-Kafrawy, A, Anwer, M. F
DOI:
10.1007/s00726-006-0387-x
Journal:
AMINO ACIDS SPRINGER
Volume:
33
Research Area:
Biochemistry \& Molecular Biology
ISSN
ISI:000249207900238
Keywords :
difficult peptide sequences, solid-phase peptide synthesis, oligo-alanine, N-amide protection, microwave energy
Abstract:
Different approaches are applied to avoid the strong aggregation of the difficult peptide sequences, which is considered as the main reason for incomplete acylation and deprotection reactions hindering the synthesis of these sequences. Temporary protection of amide nitrogen of peptide bond using 2-hydroxy-4-methoxybenzyl (Hmb) and 2,4,6-timethoxybenzyl (Tmob) amino acid derivatives, introduction of D-Ala or Pro residues in the peptide chain sequences and utilization of microwave energy are proved to be useful methods in the enhancement of solubility and in the hindrance of the aggregation during the solid-phase synthesis of oligoalanine. Oligoalanine is chosen to demonstrate the difficult sequences and to compare the efficiencies of these methods.
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