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A Highly Sensitive Fluorogenic Probe for Imaging Glycoproteins and Mucine Activity in Live Cells in the Near‐Infrared Region
Chemistry - A European Journal ( IF 4.3 ) Pub Date : 2018-04-10 , DOI: 10.1002/chem.201800790
Cecilia Samaniego Lopez 1 , Jimena Hebe Martínez 2 , María Laura Uhrig 1 , Federico Coluccio Leskow 2 , Carla Cecilia Spagnuolo 1
Affiliation  

A novel fluorescent molecular probe is reported, which is able to detect glycoproteins, especially mucins, with high sensitivity and with a turn‐on response along with a large Stokes shift (>130 nm), within the biologically active window. The probe contains an aminotricarbocyanine as the fluorescent reporter with a linked benzoboroxole as the recognition unit, which operates through a dynamic covalent reaction between the boronic hemiester residue of the receptor and cis‐diols of the analyte. The superior selectivity of the probe is displayed by the labeling of mucins present in Calu‐3 cells. The new benzoboroxole fluorescent derivative gathers together key properties to make it a highly rated molecular probe: specificity, excellent solubility in water, and off–on near infrared emission. This probe is expected to be an excellent tool for imaging intracellular mucin to evaluate mucus‐related diseases as well as a sensing strategy towards glycosylated structures with a high potential for theranostics approaches in biological samples.

中文翻译:

高灵敏度的荧光探针,用于成像近红外区域中活细胞中的糖蛋白和粘蛋白活性

据报道,一种新型的荧光分子探针能够在生物活性窗口内以高灵敏度,开启响应以及较大的斯托克斯位移(> 130 nm)检测糖蛋白,特别是粘蛋白。该探针包含一个氨基三聚氰胺作为荧光报告分子,并带有一个连接的苯并环硼氧烷作为识别单元,该受体通过受体的硼半酸酯残基与顺式之间的动态共价反应进行工作。分析物的二醇。通过在Calu-3细胞中存在的粘蛋白标记,可以显示出探针的优越选择性。新的苯并硼恶唑荧光衍生物集聚了关键特性,使其成为高度评价的分子探针:特异性,在水中的出色溶解性以及近红外发射。预期该探针将是对细胞内粘蛋白进行成像以评估粘液相关疾病的绝佳工具,以及对糖基化结构的传感策略,该方法在生物样品中具有治疗学方法的巨大潜力。
更新日期:2018-04-10
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