title: HPLC analysis of fatty acyl-glycine in the aqueous methanesulfonic acid hydrolysates of N-terminally fatty acylated peptides.
abstract: Acylation with long-chain fatty acids is a common modification at the N-terminal glycine residues of natural proteins. In this work, we performed HPLC analysis of myristoylglycine (Myr-Gly-OH), palmitoylglycine (Pal-Gly-OH) or lauroylglycine (Lau-Gly-OH), which were produced in the hydrolysates of synthetic Myr-Gly-, Pal-Gly-, or Lau-Gly-peptides, respectively, by means of a mild acid hydrolysis in methanesulfonic acid : dioxane : water (2 : 1 : 1) at 60 degrees C for 12 h. Myr-Gly-OH, Pal-Gly-OH and Lau-Gly-OH were quite stable under hydrolysis conditions. These fatty acyl-Gly-OH were conveniently detectable at a 20 nmol level by direct reversed-phase HPLC. Thus, mild acid hydrolysis, followed by HPLC analysis of the hydrolysate, provides a simple method of identification of the N-terminal structure of fatty acyl-Gly-peptides.
authors.affiliation: Faculty of Pharmaceutical Sciences, Hokuriku University, Kanazawa, Japan.
authors.forename: Keiko
authors.initials: K
authors.lastname: Okimura
authors.forename: Kazuhiro
authors.initials: K
authors.lastname: Ohki
authors.forename: Sotoo
authors.initials: S
authors.lastname: Nagai
authors.forename: Naoki
authors.initials: N
authors.lastname: Sakura
mesh_terms: D000215:Acylation; D002851:Chromatography, High Pressure Liquid / Q000379:methods; D005227:Fatty Acids / Q000378:metabolism; D005998:Glycine / Q000032:analysis* / Q000378:metabolism; D006868:Hydrolysis; D010455:Peptides / Q000032:analysis* / Q000378:metabolism; D011506:Proteins / Q000032:analysis / Q000378:metabolism; D013441:Sulfinic Acids / Q000032:analysis* / Q000378:metabolism
chemical_list: D005227:Fatty Acids; D010455:Peptides; D011506:Proteins; D013441:Sulfinic Acids; C053310:methanesulfinic acid; D005998:Glycine