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. 2023:2613:79-87.
doi: 10.1007/978-1-0716-2910-9_7.

Sialidase-Resistant Ganglioside GM3 Analogues: Evaluation of Biological Activity

Go Hirai  1
Affiliations

Sialidase-Resistant Ganglioside GM3 Analogues: Evaluation of Biological Activity

Go Hirai. Methods Mol Biol. 2023.

Abstract

Glycolipids play important biological roles mainly in biological membranes, but their functions at the molecular level remain to be fully established. A chemical biology approach using exogenously added glycolipid probes would be promising, but the possibility of cleavage by cellular glycohydrolases complicates the interpretation of results. Thus, there is a need for non-hydolyzable analogues. In the present study, we designed and synthesized GM3 analogues resistant to GM3-degrading sialidase by replacing the O-sialoside linkage with a C-sialoside linkage. The bioactivity of the analogues was also investigated.

Keywords: EGFR autophosphorylation; Ganglioside GM3; Growth promotion of Had-1 cells; Organic synthesis.

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