Inclusion of a beta-aspartyl peptide bond causes the loss of inherent physiological activities.
Growth-blocking peptide (GBP) is a peptide which was initially isolated from the plasma of last instar larvae of the insect armyworm, Pseudaletia separata, parasitized by the parasitoid wasp, Cotesia kariyai. A standard GBP acid, a free carboxyl terminal GBP, was synthesized by solid phase methods, using 7-fluorenylmethoxycarbonyl (Fmoc) and tert-butyloxycarbonyl (Boc) amino acids, respectively. The peptide synthesized using Boc amino acids gave the expected structure of GBP, while approximately 90% of the peptide synthesized using Fmoc amino acids was a peptide with a beta-aspartyl (Asp) bond at position 16. The peptide containing the beta-Asp bond does not exhibit any physiological effect on armyworm larvae.
Hayakawa
Y
Y
Biochemical Laboratory, Hokkaido University, Sapporo.
D000595:Amino Acid Sequence; D000818:Animals; D001224:Aspartic Acid / Q000502:physiology*; D002851:Chromatography, High Pressure Liquid; D016207:Cytokines; D019476:Insect Proteins; D007814:Larva / Q000254:growth & development; D008969:Molecular Sequence Data; D009036:Moths; D010455:Peptides / Q000737:chemistry* / Q000502:physiology*; D013329:Structure-Activity Relationship
D016207:Cytokines; D019476:Insect Proteins; D010455:Peptides; C068690:growth blocking peptide, Apanteles kariyai; D001224:Aspartic Acid