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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.

SUBMITTER: Jeon I

PROVIDER: S-EPMC3016894 | biostudies-literature | 2009 Nov

REPOSITORIES: biostudies-literature

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A practical total synthesis of globo-H for use in anticancer vaccines.

Jeon Insik I Iyer Karthik K Danishefsky Samuel J SJ

The Journal of organic chemistry 20091101 21

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. ...[more]

PMID: 19874068

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