Collect. Czech. Chem. Commun. 1980, 45, 2927-2937

High-performance liquid chromatography of carba-analogues of oxytocin; a method for the determination of sulfides and sulfoxides in peptides

Michal Lebl

Institute of Organic Chemistry and Biochemistry, Czechoslovak Academy of Sciences, 166 10 Prague 6


Chromatographic properties of peptides derived from deamino-oxytocin, differing in the structure of the disulfide bridge region, were studied on a column with reversed phase. On the basis of chromatographic data the non-equivalence of the sulfur atoms in deamino-oxytocin was discussed. The analogues derived by oxidation or substitution of amino acids in the position 2 or 4 were also submitted to investigation. Rapid and selective oxidation of sulfide with periodate to sulfoxide, or the reduction of the latter with hydrogen bromide and acetone, was made use of for the determination of sulfide and sulfoxide in peptide containing sulfur-containing amino acid. The method was checked with free and protected peptides.