Chromatographic behaviour and purification of N1.5-glycosyl enkephalins

Summary N ^1.5-Glycosyl enkephalins are potent analgesics. Two enkephalin-related glycosyl peptides: DMet², Pro⁵] enkephalin (N ^1.5 -glucopyranosyl] amide and DMet², Pro⁵] enkephalin N ^1.5 -galactosyl] amide have been prepared following the liquid phase procedure. The chromatographic behavior of both the final glycosyl enkephalins and their synthetic intermediates on reversed-phase columns has been tested. Semipreparative, reversed-phase, HPLC conditions have been developed in order to obtain a simple and rapid procedure for the purification of the two synthetic pentapeptides. Thus, using isocratic elution, injections of 10mg of crude material after gel filtration gave homogeneous (99.9%) glycosyl enkephalins.