The Synthesis and Biological Characterization of Acetal-Free Mimics of the Tumor-Associated Carbohydrate Antigens.
| Autor: | Sadraei SI; University of Windsor, Windsor, ON, Canada., Reynolds MR; University of Windsor, Windsor, ON, Canada., Trant JF; University of Windsor, Windsor, ON, Canada. |
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| Jazyk: | angličtina |
| Zdroj: | Advances in carbohydrate chemistry and biochemistry [Adv Carbohydr Chem Biochem] 2017; Vol. 74, pp. 137-237. Date of Electronic Publication: 2017 Nov 20. |
| DOI: | 10.1016/bs.accb.2017.10.003 |
| Abstrakt: | Carcinomas express unique carbohydrates, known as tumor-associated carbohydrate antigens (TACAs), on their surface. These are potential targets for anticancer vaccines; however, to date, no such vaccine has reached the clinic. One factor that may complicate the success of this effort is the lability of the glycosidic bond. Acetal-free carbohydrates are analogues that lack the glycosidic linkage by replacing either the endo or exo oxygen with a methylene. This chapter summarizes the seminal syntheses of the mucin TACAs, provides an overview of common techniques for the synthesis of carbasugars and C-glycosides, reviews the syntheses published to date of acetal-free TACA analogues, and provides an overview of their observed biological activity. We conclude by offering a summation of the challenges remaining to the field biologically and the potential that acetal-free TACAs have of answering several basic questions in carbohydrate immunology. (© 2017 Elsevier Inc. All rights reserved.) |
| Databáze: | MEDLINE |
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