Synthesis of 1,6-bis(L-alpha, beta-diaminopropionic acid) oxytocin.
- Author:
Kaiqun WU
1
;
Lingling WENG
;
Hu ZHENG
Author Information
1. West China School of Pharmacy, Sichuan University, Chengdu 610041, China.
- Publication Type:Journal Article
- MeSH:
Chromatography, High Pressure Liquid;
Oxytocin;
analogs & derivatives;
chemical synthesis
- From:
Journal of Biomedical Engineering
2006;23(4):818-821
- CountryChina
- Language:Chinese
-
Abstract:
A novel derivative of oxytocin containing nonprotein amino acid L-alpha, beta-diaminopropionic acid (L-Dap) was synthesized by 7+2 fragment combination in solution. N beta of all the amino acid necessary was protected by carbobenzoxy (Z) and N beta of L-Dap was protected by tert. -butoxycarbonyl (Boc) . The important intermediate, heptapeptide, was synthesized by the stepwise elongation method using carbobenzoxy amino acid p-nitrophenyl esters in solution. Azide synthesis was used to get the nonapeptide. Z group was removed by treatment with 5% Pd/C and Boc with CF3COOH. Eight new compounds incorporating L-Dap were obtained and confirmed by the amino acid analysis and mass spectral detection.
