Synthesis and evaluation of 1,5-dithialaminaribiose and -triose tetravalent constructs

Daniil Ahiadorme; Chennaiah Ande; Rafael Fernandez-Botran; David Crich

doi:10.1016/j.carres.2023.108781

Synthesis and evaluation of 1,5-dithialaminaribiose and -triose tetravalent constructs

Carbohydr Res. 2023 Mar:525:108781. doi: 10.1016/j.carres.2023.108781. Epub 2023 Mar 2.

Authors

Daniil Ahiadorme¹, Chennaiah Ande², Rafael Fernandez-Botran³, David Crich⁴

Affiliations

¹ Department of Chemistry, University of Georgia, 302 East Campus Road, Athens, GA, 30602, United States; Department of Pharmaceutical and Biomedical Sciences, University of Georgia, 250 West Green Street, Athens, GA, 30602, United States.
² Department of Pharmaceutical and Biomedical Sciences, University of Georgia, 250 West Green Street, Athens, GA, 30602, United States.
³ Department of Pathology and Laboratory Medicine, University of Louisville, 511 South Floyd Street, Louisville, KY, 40292, United States.
⁴ Department of Chemistry, University of Georgia, 302 East Campus Road, Athens, GA, 30602, United States; Department of Pharmaceutical and Biomedical Sciences, University of Georgia, 250 West Green Street, Athens, GA, 30602, United States; Complex Carbohydrate Research Center, University of Georgia, 315 Riverbend Road, Athens, GA, 30602, United States. Electronic address: david.crich@uga.edu.

Abstract

We report the synthesis of novel tetravalent glucoclusters containing 1,5-dithia mimetics of laminaribiose and triose. The new constructs were evaluated for their ability to inhibit anti-CR3 fluorescent staining of human neutrophils, for which they showed moderate affinity. Evaluation of the synthesized glycoclusters for their ability to inhibit anti-Dectin-1 fluorescent staining of mouse macrophages revealed little to no affinity for Dectin-1.

Keywords: Immunology; Multivalency; Oligomers; Thiasugars.

MeSH terms

Animals
Humans
Lectins, C-Type*
Mice

Substances

Lectins, C-Type

Grants and funding

R01 GM062160/GM/NIGMS NIH HHS/United States