A second generation synthesis of the MBr1 (Globo??H) breast tumor antigen: new application of the n??pentenyl glycoside method for achieving complex carbohydrate …

…, A Zatorski, G Ragupathi, PO Livingston…

Index: Allen; Zhang; Williams; Zatorski; Ragupathi; Livingston; Danischefsky Chemistry - A European Journal, 2000 , vol. 6, # 8 p. 1366 - 1375

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Citation Number: 75

Abstract

Abstract A new synthesis of the hexasaccharide MBr1 antigen (globo-H) is reported. A revised construction with improved efficiency was necessary because an anti-cancer vaccine containing this antigen is entering phase II and phase III clinical trials for prostate cancer. The key feature of this second generation synthesis is the preparation of globo-H as its n-pentenyl glycoside. This group serves as an anomeric protecting group and as a ...