title: A practical total synthesis of globo-H for use in anticancer vaccines.
abstract: An improved synthesis of the hexasaccharide MBr1 antigen (globo-H) is reported. Enhanced efficiency in the synthesis was necessary for the scale-up production of globo-H, in order to advance globo-H-based anticancer vaccines to clinical trials. The key features of the improved synthesis include preactivation-based glycosylations and a revised iodosulfonimidation/rearrangement.
authors.affiliation: Laboratory for Bioorganic Chemistry, Sloan-Kettering Institute for Cancer Research, 1275 York Avenue, New York, New York 10065, USA.
authors.forename: Insik
authors.initials: I
authors.lastname: Jeon
authors.forename: Karthik
authors.initials: K
authors.lastname: Iyer
authors.forename: Samuel J
authors.initials: SJ
authors.lastname: Danishefsky
mesh_terms: D015295:Antigens, Tumor-Associated, Carbohydrate / Q000737:chemistry*; D019496:Cancer Vaccines / Q000737:chemistry*; D002240:Carbohydrate Sequence; D008969:Molecular Sequence Data
chemical_list: D015295:Antigens, Tumor-Associated, Carbohydrate; D019496:Cancer Vaccines; C472765:Globo-H