Globo-H antigen

SOLID-PHASE SYNTHESIS OF THE HEXASACCHARIDE GLOBO-H ANTIGEN PROGRESS AND LIMITATIONS... 

IgM and IgG responses against globo H antigen. Furthermore, the antibodies reacted with globo H positive MCF-7 cells, but not globo H negative B78.2 cells, and were able to effectively induce complement-mediated... 

Scheme 2.18 Solid-phase synthesis of the globo-H trisaccharide antigen.

Scheme 10.3 Preparation of the tumor-associated antigen globo-H by a two-direction...

Some gangliosides of the globo series (Globo-H, sLcx hexasaccharyl ceramide, etc.) are useful cancer cell markers because they are elevated in the membranes of certain types of tumor cells such as melanomas and metastatic brain tumors. A number of GSLs play a role as tumor-associated carbohydrate antigens (TACAs)... 

Beside the ABO blood group system a number of additional carbohydrate-based antigenic determinants are known (O Table 2), which are, however, not only recognized by antibodies. Some of them are more highly expressed on tumor cells and therefore can be described as tumor-associated antigens [115]. Synthetic tumor-associated antigens such as Lewis y or Globo H have been used in the development of antitumor vaccines [116,117]. 

Scheme 59. Automated synthesis2 of tumor-associated antigen Globo-H hexasaccharide 304.

J. Lassaletta and R. R. Schmidt, Glycosyl imidates. Part 75. Synthesis of the hexasaccharide moiety of globo H (human breast cancer) antigen, Liebigs Ann., (1996) 1417-1423. 

T. Zhu and G.-J. Boons, A two-directional and highly convergent approach for the synthesis of the tumor-associated antigen Globo-H, Angew. Chem., Int. Ed. Engl., 38 (1999) 3495-3497. 

Z. Wang, L. Zhou, K. Ei-Boubbou, X. S. Ye, and X. Huang, Multi-component one-pot synthesis of the tumor-associated carbohydrate antigen Globo-H based on preactivation of thioglycosyl donors,... 

D. B. Werz, B. Castagner, and P. H. Seeberger, Automated synthesis of the tumor-associated carbohydrate antigens Gb-3 and Globo-H Incorporation of a-galactosidic linkages, J. Am. Chem. Soc., 129 (2007) 2770-2771. 

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