title: The total chemical synthesis of the monoglycosylated GM2 ganglioside activator using a novel cysteine surrogate.
abstract: We describe a novel peptide ligation/desulfurization strategy using a β-mercapto-N-glycosylated asparagine derivative. The newly developed procedure was successfully applied to the total chemical synthesis of the GM2 ganglioside activator protein bearing a monosaccharide on the native glycosylation site.
authors.affiliation: Institute of Biomedical Sciences and Graduate School of Pharmaceutical Sciences, Tokushima University, Tokushima 770-8505, Japan. aotaka@tokushima-u.ac.jp.
authors.forename: Kohei
authors.initials: K
authors.lastname: Sato
authors.forename: Keisuke
authors.initials: K
authors.lastname: Kitakaze
authors.forename: Takahiro
authors.initials: T
authors.lastname: Nakamura
authors.forename: Naoto
authors.initials: N
authors.lastname: Naruse
authors.forename: Keisuke
authors.initials: K
authors.lastname: Aihara
authors.forename: Akira
authors.initials: A
authors.lastname: Shigenaga
authors.forename: Tsubasa
authors.initials: T
authors.lastname: Inokuma
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; D060326:Chemistry Techniques, Synthetic; D003545:Cysteine; D049289:G(M2) Activator Protein / Q000138:chemical synthesis* / Q000737:chemistry*; D006031:Glycosylation; D008958:Models, Molecular; D008969:Molecular Sequence Data; D009005:Monosaccharides / Q000737:chemistry; D011487:Protein Conformation
chemical_list: D049289:G(M2) Activator Protein; D009005:Monosaccharides; D003545:Cysteine