4.6 Article

A Triazatruxene-Based Glycocluster as a Fluorescent Sensor for ConcanavalinA

期刊

CHEMISTRY-A EUROPEAN JOURNAL
卷 19, 期 8, 页码 2903-2909

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201200905

关键词

carbohydrates; concanavalinA; fluorescence enhancement; fluorescent probes; glycoclusters; triazatruxene

资金

  1. National Natural Science Foundation of China (NNSFC) [21002020, 21172051]
  2. Hebei Natural Science Foundation [B2011201052]
  3. Foundation of Hebei Education Department [2010106]

向作者/读者索取更多资源

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 concanavalinA (ConA) 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 ConA, 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 ConA 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.

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