title: A triazatruxene-based glycocluster as a fluorescent sensor for concanavalin A.
abstract: A new triazatruxene-based fluorescent glycocluster has been designed, synthesized, and fully characterized by NMR spectroscopy and mass spectrometry. Furthermore, its specific and selective binding properties with concanavalin A (Con A) have been investigated by fluorescence spectroscopy, circular dichroism (CD) spectroscopy, and turbidity assay. The obtained results showed that the multivalent mannose-modified triazatruxene exhibited specific binding with Con A, but no binding to peanut agglutinin (PNA) lectin or bovine serum albumin (BSA), corresponding to a two-orders-of-magnitude higher affinity than that of monovalent mannose ligands. Most interestingly, a fluorescence enhancement of the triazatruxene-based glycocluster was observed upon binding with Con A because of hydrophobic interactions involving sites close to the triazatruxene moiety. Furthermore, the inhibitory ability of the triazatruxene-based glycocluster against ORN178-induced haemagglutination has been investigated by haemagglutination inhibition assay. The results indicated selective binding with ORN178.
authors: Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Environmental Science, Hebei University, Baoding 071002, P.R. China.
authors: Ke-Rang
authors: KR
authors: Wang
authors: Yue-Qing
authors: YQ
authors: Wang
authors: Hong-Wei
authors: HW
authors: An
authors: Jin-Chao
authors: JC
authors: Zhang
authors: Xiao-Liu
authors: XL
authors: Li
mesh_terms: D000371:Agglutination; D001665:Binding Sites; D002227:Carbazoles / Q000737:chemistry*; D003208:Concanavalin A / Q000138:chemical synthesis* / Q000737:chemistry*; D004926:Escherichia coli / Q000737:chemistry* / Q000378:metabolism; D005456:Fluorescent Dyes / Q000737:chemistry*; D057927:Hydrophobic and Hydrophilic Interactions; D008024:Ligands; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry
chemical_list: D002227:Carbazoles; D005456:Fluorescent Dyes; D008024:Ligands; C583634:triazatruxene; D003208:Concanavalin A