title: Protein chemical synthesis by serine and threonine ligation.
abstract: An efficient method has been developed for the salicylaldehyde ester-mediated ligation of unprotected peptides at serine (Ser) or threonine (Thr) residues. The utility of this peptide ligation approach has been demonstrated through the convergent syntheses of two therapeutic peptides--ovine-corticoliberin and Forteo--and the human erythrocyte acylphosphatase protein (∼11 kDa). The requisite peptide salicylaldehyde ester precursor is prepared in an epimerization-free manner via Fmoc-solid-phase peptide synthesis.
authors.affiliation: Department of Chemistry, The University of Hong Kong, Hong Kong, People's Republic of China.
authors.forename: Yinfeng
authors.initials: Y
authors.lastname: Zhang
authors.forename: Ci
authors.initials: C
authors.lastname: Xu
authors.forename: Hiu Yung
authors.initials: HY
authors.lastname: Lam
authors.forename: Chi Lung
authors.initials: CL
authors.lastname: Lee
authors.forename: Xuechen
authors.initials: X
authors.lastname: Li
mesh_terms: D017766:Acid Anhydride Hydrolases / Q000138:chemical synthesis*; D000447:Aldehydes / Q000737:chemistry*; D000818:Animals; D002851:Chromatography, High Pressure Liquid; D003346:Corticotropin-Releasing Hormone / Q000138:chemical synthesis*; D006801:Humans; D013058:Mass Spectrometry; D015394:Molecular Structure; D010455:Peptides / Q000737:chemistry*; D015202:Protein Engineering / Q000379:methods*; D012694:Serine / Q000737:chemistry; D012756:Sheep; D019379:Teriparatide / Q000138:chemical synthesis*; D013912:Threonine / Q000737:chemistry; D000097024:Acylphosphatase
chemical_list: D017766:Acid Anhydride Hydrolases; D000447:Aldehydes; D003346:Corticotropin-Releasing Hormone; D010455:Peptides; D012694:Serine; D019379:Teriparatide; D013912:Threonine; D000097024:Acylphosphatase; C013243:salicylaldehyde