Sahoo Prithidipa, Das Sujoy, Sarkar Himadri Sekhar, Maiti Kalipada, Uddin Md Raihan, Mandal Sukhendu
Department of Chemistry, Visva-Bharati, Santiniketan-731235, West Bengal, India.
Department of Chemistry, Visva-Bharati, Santiniketan-731235, West Bengal, India.
Bioorg Chem. 2017 Apr;71:315-324. doi: 10.1016/j.bioorg.2017.03.002. Epub 2017 Mar 3.
Naphthyridine-based fluorescent probe H1 was synthesized and characterized for the quantification and selective detection of Uric Acid (UA) in live cell. In presence of UA, H1 forms the specific host-guest complex mainly through intermolecular hydrogen bonding and aromatic stacking which produces "turn-off" fluorescence. The probe and UA is found to be 1:1 stoichiometry on the basis of absorption and fluorescence titrations. The probe H1 has been shown to detect UA up to 0.6µM at pH 7.4. DFT-TDDFT calculations were performed in order to demonstrate the sensing mechanism and the electronic properties of the receptor-donor complex. The selectivity was evaluated in Vero cells in the presence of UA with other purine derivatives, structurally similar to UA. It was found to exhibit no cytotoxicity effect in tested concentration of H1 and good membrane permeability for the detection of UA in living cell system. The unknown concentration of UA in serum and urine can be measured easily using the fluorescence property of probe H1.
合成了基于萘啶的荧光探针H1，并对其进行了表征，用于活细胞中尿酸（UA）的定量和选择性检测。在尿酸存在下，H1主要通过分子间氢键和芳香堆积形成特定的主客体复合物，产生“关断”荧光。基于吸收和荧光滴定，发现探针与尿酸的化学计量比为1:1。已证明探针H1在pH 7.4时可检测高达0.6µM的尿酸。进行了密度泛函理论-含时密度泛函理论（DFT-TDDFT）计算，以证明传感机制和受体-供体复合物的电子性质。在Vero细胞中，在尿酸存在的情况下，与其他结构与尿酸相似的嘌呤衍生物一起评估了选择性。发现在测试浓度的H1下它没有细胞毒性作用，并且在活细胞系统中检测尿酸时具有良好的膜通透性。利用探针H1的荧光特性可以轻松测量血清和尿液中未知浓度的尿酸。
