Kalovidouris Stacey A, Blixt Ola, Nelson Alshakim, Vidal Sébastien, Turnbull W Bruce, Paulson James C, Stoddart J Fraser
California NanoSystems Institute and the Department of Chemistry and Biochemistry, University of California, Los Angeles, 405 Hilgard Avenue, Los Angeles, California 90095, USA.
J Org Chem. 2003 Oct 31;68(22):8485-93. doi: 10.1021/jo030203g.
Four glycodendrons and a glycocluster were synthesized from carbohydrate building blocks to form paucivalent (di- to tetravalent) structures of controlled scaffold architectures. Enzymatic sialylation of the functionalized cluster and dendrons, terminated in lactose residues, generated a library of paucivalent synthetic sialosides displaying sialic acids with different dispositions. These newly constructed bioactive sialic acid-based structures were differentially recognized by sialoadhesin, a mammalian macrophage sialic acid binding protein. The binding of the sialosides to sialoadhesin was evaluated by an enzyme-linked immunosorbant assay to investigate the complementarity of scaffold structure and binding to sialoadhesin. Modulating the interaction between sialoadhesin and its sialic acid ligands has important implications in immunobiology.
从碳水化合物构建模块合成了四种糖树枝状分子和一个糖簇，以形成具有可控支架结构的低多价（二价至四价）结构。对以乳糖残基为末端的功能化簇和树枝状分子进行酶促唾液酸化，生成了一系列具有不同排列唾液酸的低多价合成唾液酸苷文库。这些新构建的基于生物活性唾液酸的结构被唾液粘附素（一种哺乳动物巨噬细胞唾液酸结合蛋白）以不同方式识别。通过酶联免疫吸附测定法评估唾液酸苷与唾液粘附素的结合，以研究支架结构与唾液粘附素结合的互补性。调节唾液粘附素与其唾液酸配体之间的相互作用在免疫生物学中具有重要意义。
