Synthesis of bombyxin-IV, an insulin-like heterodimeric peptide from the silkworm, Bombyx mori.
Bombyxin-IV, a molecular species of bombyxin, which is a member of insulin-like heterodimeric peptides of the silkworm Bombyx mori with prothoracicotropic hormone activity, was synthesized. The A- and B-chains of bombyxin-IV containing four and two Cys residues, respectively, were first synthesized separately by solid phase chemistry using Boc protocol. Then they were coupled by stepwise removal of two different protecting groups at the cysteinyl thiols for semiselective formation of disulfide bridges to give bombyxin-IV in 8% yield. The synthetic bombyxin-IV was shown to have chromatographic and biological properties identical with those of natural bombyxin-IV.
Maruyama
K
K
Department of Agricultural Chemistry, Faculty of Agriculture, University of Tokyo, Japan.
Nagasawa
H
H
Isogai
A
A
Tamura
S
S
Ishizaki
H
H
Suzuki
A
A
D000595:Amino Acid Sequence; D000596:Amino Acids / Q000032:analysis; D000818:Animals; D001681:Biological Assay; D012831:Bombyx; D007301:Insect Hormones / Q000138:chemical synthesis* / Q000494:pharmacology; D019476:Insect Proteins; D007328:Insulin / Q000031:analogs & derivatives*; D008969:Molecular Sequence Data; D009419:Nerve Tissue Proteins / Q000138:chemical synthesis* / Q000494:pharmacology
D000596:Amino Acids; D007301:Insect Hormones; D019476:Insect Proteins; D007328:Insulin; D009419:Nerve Tissue Proteins; C064115:bombyxin IV protein, Bombyx mori