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.
Department of Chemistry, Faculty of Science and Engineering, Saga University, Saga, Japan.
Hiroshi
H
Yamaguchi
Hiroaki
H
Kodama
Satoshi
S
Osada
Fumio
F
Kato
Masood
M
Jelokhani-Niaraki
Michio
M
Kondo
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