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Chemical synthesis of the tumor-associated globo H antigen

RSC Advances, ISSN: 2046-2069, Vol: 5, Issue: 30, Page: 23311-23319
2015
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Article Description

A derivative of the tumor-associated globo H antigen, a complex hexasaccharide, was synthesized by a convergent and efficient [3 + 2 + 1] strategy using various glycosylation methods. All glycosylation reactions afforded good to excellent yields and outstanding stereoselectivity, including the installation of cis α-linked d-galactose and l-fucose. The longest linear sequence for this synthesis was 11 steps from a galactose derivative 11 to give an overall yield of 2.6%. The synthetic target had a free and reactive amino group at the glycan reducing end, facilitating its conjugation with other molecules for various applications. This journal is

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