Chemical synthesis and immunological evaluation of entirely carbohydrate conjugate Globo H-PS A1. Issue 48 (29th October 2020)

• Record Type: Journal Article
• Authors: Ghosh, Samir; Trabbic, Kevin R.; Shi, Mengchao; Nishat, Sharmeen; Eradi, Pradheep; Kleski, Kristopher A.; Andreana, Peter R.
• Is Part Of: Chemical science. Volume 11:Issue 48(2020)
• Page Start: 13052
• Page End: 13059
• Publication Date: 2020-10-29
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/d0sc04595k
• Languages: English
• ISSNs: 2041-6520

Abstract

Abstract : An anticancer, entirely carbohydrate conjugate, Globo H-polysaccharide A1 (Globo H-PS A1), was chemically prepared and immunologically evaluated in C57BL/6 mice. Abstract : An anticancer, entirely carbohydrate conjugate, Globo H-polysaccharide A1 (Globo H-PS A1), was chemically prepared and immunologically evaluated in C57BL/6 mice. Tumor associated carbohydrate antigen Globo H hexasaccharide was synthesized in an overall 7.8% yield employing a convergent [3 + 3] strategy that revealed an anomeric aminooxy group used for conjugation to oxidized PS A1 via an oxime linkage. Globo H-PS A1, formulated with adjuvants monophosphoryl lipid A and TiterMax® Gold. After immunization an antigen specific immune response was observed in ELISA with anti-Globo H IgG/IgM antibodies. Specificity of the corresponding antibodies was determined by FACS showing cell surface binding to Globo H-positive cancer cell lines MCF-7 and OVCAR-5. The anti-Globo H antibodies also exhibited complement-dependent cellular cytotoxicity against MCF-7 and OVCAR-5 cells.