Synthesis of a series of novel homo- and hetero-glycoclusters and their binding activities to DC-SIGN

doi:10.5246/jcps.2021.11.074

Abstract

Abstract:

As a dendritic cell-specific C-type lectin receptor, DC-SIGN plays an important role in the early stages of many viral infections, including HIV and Ebola, making it an interesting therapeutic target. It has been found that DC-SIGN can recognize both highly mannosylated and branched fucosylated oligosaccharides. Herein, we synthesized a new series of homo- and Man-Fuc heteroglycoclusters with diverse structures. The binding properties of these compounds to tetrameric extracellular DC-SIGN were assessed by surface plasmon resonance (SPR). Heteroglycocluster 17b showed high DC-SIGN-binding activity (K_D = 2.6 μM). The structural determinants of this high affinity of 17b were rationalized by docking and compared with its much less potent isomer 17a. Therefore, 17b might serve as a base for the development of potent inhibitors of DC-SIGN-dependent viral infection.

Key words: Synthesis, Heteroglycoclusters, DC-SIGN, Binging-activity, Docking

Supporting:

Xueni Cai, Ge Fu, Martin Lepšík, Emanuele Paci, Yuan Guo, Zhongjun Li, Qing Li. Synthesis of a series of novel homo- and hetero-glycoclusters and their binding activities to DC-SIGN[J]. Journal of Chinese Pharmaceutical Sciences, 2021, 30(11): 859-873.

Figures/Tables 5

References 41

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