Effect of alpha,alpha-dialkyl amino acids on the protease resistance of peptides.
A tryptic [EC 3.4.21.4] digestion assay of 2-aminoisobutyric acid (Aib)-containing peptides was carried out to investigate the effect of alpha,alpha-dialkyl amino acid residues on the protease resistance. The introduction of Aib residues to the P1' positions exhibited a 19-fold higher protease resistance than the peptide with Aib residues introduced to the P2 position or the non-Aib peptide. The peptide having Aib residues introduced to the P1' and P2 positions resulted in complete resistance.
Yamaguchi
Hiroshi
H
Department of Chemistry, Faculty of Science and Engineering, Saga University, Saga, Japan.
Kodama
Hiroaki
H
Osada
Satoshi
S
Kato
Fumio
F
Jelokhani-Niaraki
Masood
M
Kondo
Michio
M
D000597:Amino Acids, Branched-Chain / Q000378:metabolism*; D004351:Drug Resistance; D010450:Endopeptidases / Q000378:metabolism*; D007700:Kinetics; D010455:Peptides / Q000737:chemistry / Q000378:metabolism*; D011487:Protein Conformation; D013329:Structure-Activity Relationship; D014357:Trypsin / Q000378:metabolism
D000597:Amino Acids, Branched-Chain; D010455:Peptides; D010450:Endopeptidases; D014357:Trypsin