Goyard David, Thomas Baptiste, Gillon Emilie, Imberty Anne, Renaudet Olivier
Univ. Grenoble Alpes, CNRS, DCM UMR 5250, Grenoble, France.
Univ. Grenoble Alpes, CNRS, CERMAV, Grenoble, France.
Front Chem. 2019 Oct 2;7:666. doi: 10.3389/fchem.2019.00666. eCollection 2019.
Multivalent structures displaying different instead of similar sugar units, namely heteroglycoclusters (hGCs), are stimulating the efforts of glycochemists for developing compounds with new biological properties. Here we report a four-step strategy to synthesize hexadecavalent hGCs displaying eight copies of αFuc and βGal. These compounds were tested for the binding to lectins LecA and LecB from . While parent fucosylated () and galactosylated () homoclusters present nanomolar affinity with LecB and LecA, respectively, we observed that hGCs combining these sugars ( and ) maintain their binding potency with both lectins despite the presence of an unspecific sugar. The added multivalency is therefore not a barrier for efficient recognition by bacterial receptors and it opens the route for adding different sugars that can be selected for their immunomodulatory properties.
展示不同而非相似糖单元的多价结构,即异糖簇(hGCs),正推动糖化学家努力开发具有新生物学特性的化合物。在此,我们报告一种合成展示八个αFuc和βGal拷贝的十六价hGCs的四步策略。测试了这些化合物与来自……的凝集素LecA和LecB的结合。虽然亲本岩藻糖基化(……)和半乳糖基化(……)同簇分别与LecB和LecA具有纳摩尔亲和力,但我们观察到结合这些糖的hGCs(……和……)尽管存在非特异性糖,仍保持与两种凝集素的结合能力。因此,增加的多价性并非细菌受体有效识别的障碍,它为添加可因其免疫调节特性而被选择的不同糖类开辟了道路。