Institut de Chimie et Biochimie Moléculaires et Supramoléculaires, Laboratoire de Chimie Organique 2 - Glycochimie UMR 5246, CNRS - Université Claude Bernard Lyon 1, 43 Boulevard du 11 Novembre 1918, F-69622 Villeurbanne, France.
Org Biomol Chem. 2018 Nov 21;16(45):8804-8809. doi: 10.1039/c8ob02035c.
Tetraphenylethylene (TPE) is fluorescent through aggregation induced emission (AIE) in water. Herein, TPE was used as the core of glycoclusters that target the bacterial lectins LecA and LecB of Pseudomonas aeruginosa. Synthesis of these TPE-based glycoclusters was accomplished by using azide-alkyne "click" chemistry. The AIE properties of the resulting glycoclusters could be readily verified, but imaging could not be pursued due to the overlap of the fluorescence signals from cells and bacteria. Nonetheless, the glycoclusters displayed nanomolar affinities toward LecA and LecB. Further evaluation in a cell-based anti-adhesive assay highlighted a limited decrease in adhesion (20%) for the fucosylated glycocluster. This confirmed that these TPE-based glycoclusters are indeed LecA and LecB high-affinity ligands. Nevertheless, the hypotheses involving their application in imaging or anti-adhesive therapy could not be verified.
四苯乙烯（TPE）在水中通过聚集诱导发光（AIE）具有荧光性。在此，TPE 被用作靶向铜绿假单胞菌 LecA 和 LecB 细菌凝集素的糖缀合物的核心。这些基于 TPE 的糖缀合物的合成是通过叠氮-炔基“点击”化学完成的。所得糖缀合物的 AIE 性质可以很容易地得到验证，但由于细胞和细菌的荧光信号重叠，无法进行成像。尽管如此，糖缀合物对 LecA 和 LecB 具有纳摩尔亲和力。在基于细胞的抗黏附测定中的进一步评估突出显示，岩藻糖基糖缀合物的黏附性降低了 20%。这证实了这些基于 TPE 的糖缀合物确实是 LecA 和 LecB 的高亲和力配体。然而，涉及它们在成像或抗黏附治疗中应用的假设无法得到验证。
