A practical total synthesis of globo-H for use in anticancer vaccines.
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.
Jeon
Insik
I
Laboratory for Bioorganic Chemistry, Sloan-Kettering Institute for Cancer Research, 1275 York Avenue, New York, New York 10065, USA.
Iyer
Karthik
K
Danishefsky
Samuel J
SJ
D015295:Antigens, Tumor-Associated, Carbohydrate / Q000737:chemistry*; D019496:Cancer Vaccines / Q000737:chemistry*; D002240:Carbohydrate Sequence; D008969:Molecular Sequence Data
D015295:Antigens, Tumor-Associated, Carbohydrate; D019496:Cancer Vaccines; C472765:Globo-H