Synthesis of pharmaceuticl peptide desmopressin by different procedures on solid matrix

Message:
Abstract:
Objectives
Desmopressin is a synthetic analog of vasopressin, an antidiuretic hormone affecting renal water conservation. The main purpose of this study was production of desmopressin with changes in raw materials and synthesis methods. Assaying the effect of ASP and GlU blocking in production yield, studying the disulfide bond formation in dissolved linear peptide and resin linked linear peptide and establishing one step purification method by RP-HPLC, are other purposes.
Methods
Linear peptide was prepared by using solid phase peptide synthesis utilizing blocked amino acids with FMOC and cleaved from resin by TFA. To form disulfide bond in free peptide, Iodine solution in 50% acetic acid was used. In other case that peptide was attached to resin, disulfide bond was formed using Iodine solution in DMF. The presence of desmopressin in sample was confirmed by analytical chromatography column, and the yield was then purified by larg column and lyophilized. structural conformity and product purity were determined by HPLC and amino acid analysis tests.
Results
Desmopressin acetate was produced by both two methods of oxidation of free peptide in solution and oxidation on resin. Meanwhile, desmopressin was synthesized with unblocked protecting side chain of GLU and ASP amino acids.
Conclusion
To synthesize desmopressin, there is no need to side chain blocking of amino acids GLU and ASP. However, the method of oxidation on resin has low yield but is a facilitative method.
Language:
Persian
Published:
Pharmaceutical Sciences, Volume:18 Issue: 1, 2012
Page:
33
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