Hydrochloric Acid → HCID 178419078, compound

Participants

Reaction Steps

H2O (n=1) was prepared from glycyl-L-histidine and S-ethylisothiourea.H2SO4. Solutions of 1.50 g. of S-ethylisothiourea.H2SO4 in 5 ml of H2O and 1.74 g. of Gly-His.HCl in 3 ml of H2O were adjusted to pH 8-9 with 4 N NaOH. They were then mixed and kept at room temperature for a week. The cloudy suspension was filtered and the filtrate concentrated to dryness in vacuo. The residue, after addition of a small amount of EtOH, was dried in vacuo. A small amount of H2O was added to dissolve the dry residue and resulting solution was poured onto the column (2.5 cm i.d. × 30 cm Amberlite CG-120, 200-400 mesh, pyridine form). H2O, 1.0 M pyridine, 2.0 M pyridine, and 1.0 M pyridine--0.5 M NH4OH were used as the effluent solutions. Each fraction was tested for ninhydrin, Pauli, and Sakaguchi reactions. The fractions containing guanidinoacetyl-L-histidine were pooled and concentrated to dryness in vacuo. Cryst from H2O--EtOH; yield, 69.2%; mp, 108-111° C., decomp. Hydrolysis (6 N HCl, 110° , 24 hours.) gave guanidinoacetic acid and histidine, as confirmed be tlc. (thin layer chromatography).

Provenance & Evidence