title: Chemical synthesis of biologically active monoglycosylated GM2-activator protein analogue using N-sulfanylethylanilide peptide.
abstract: Going to SEA(lide): Total chemical synthesis of a 162-residue glycoprotein analogue of the monoglycosylated human GM2-activator protein (GM2AP) was achieved. Key steps were the use of N-sulfanylethylanilide (SEAlide) peptides in the kinetic chemical ligation synthesis of a large peptide fragment, and a convergent native chemical ligation for final fragment assembly.
authors.affiliation: Institute of Health Bioscience and Graduate School of Pharmaceutical Sciences, The University of Tokushima, Shomachi, Tokushima 770-8505, Japan.
authors.forename: Kohei
authors.initials: K
authors.lastname: Sato
authors.forename: Akira
authors.initials: A
authors.lastname: Shigenaga
authors.forename: Keisuke
authors.initials: K
authors.lastname: Kitakaze
authors.forename: Ken
authors.initials: K
authors.lastname: Sakamoto
authors.forename: Daisuke
authors.initials: D
authors.lastname: Tsuji
authors.forename: Kohji
authors.initials: K
authors.lastname: Itoh
authors.forename: Akira
authors.initials: A
authors.lastname: Otaka
mesh_terms: D000595:Amino Acid Sequence; D000813:Anilides / Q000737:chemistry*; D049289:G(M2) Activator Protein / Q000138:chemical synthesis*; D005678:G(M2) Ganglioside / Q000378:metabolism; D006031:Glycosylation; D006801:Humans; D007700:Kinetics; D008969:Molecular Sequence Data; D010446:Peptide Fragments / Q000737:chemistry*; D013438:Sulfhydryl Compounds / Q000737:chemistry*
chemical_list: D000813:Anilides; D049289:G(M2) Activator Protein; D010446:Peptide Fragments; D013438:Sulfhydryl Compounds; D005678:G(M2) Ganglioside
keywords: glycoproteins; glycosylation; peptides; solid-phase synthesis; synthesis design