This work demonstrated the preparation and characterization of a novel 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) derivative containing boronic acid group and investigation of its non-invasive/non-enzymatic fluorescence sensor behavior for determination of glucose. The novel BODIPY derivative bearing boronic acid pinacol ester (BODIPY-1) was synthesized by Sonogashira coupling reaction between Iodo-BODIPY and 4-ethynylphenylboronic acid pinacol ester. The target novel BODIPY-2 compound which was used as a fluorescence probe for the determination of glucose was synthesized from BODIPY-1by changing the pinacol ester group to the boric acid moieties. The fluorescence intensity of the BODIPY-2 fluorophore decreased when it interacted with the glucose. Sensing performance towards to glucose of this probe was evaluated in detail concerning the suitable solvent, linear concentration range, convenient pH, limit of detection (LOD), limit of quantification (LOQ) and selectivity. The LOD value of BODIPY-2 was found 0.19 mM toward glucose. Also, the complex stoichiometry between the BODIPY-2 and glucose molecules was determined by Job’s plot technique.

该工作展示了一种新型含硼酸基团的4,4-二氟-4-硼拉-3a,4a-二氮杂-s-二茚（BODIPY）衍生物的制备和表征及其非侵入/非酶荧光传感器的研究测定葡萄糖的行为。通过Iodo-BODIPY与4-乙炔基苯基硼酸频哪醇酯的Sonogashira偶联反应合成了新型硼酸频哪醇酯BODIPY衍生物( BODIPY-1 )。通过将频哪醇酯基团改变为硼酸部分，从BODIPY-1合成了用作测定葡萄糖的荧光探针的新型目标化合物BODIPY-2 。当BODIPY-2荧光团与葡萄糖相互作用时，其荧光强度降低。详细评估了该探针对葡萄糖的传感性能，包括合适的溶剂、线性浓度范围、方便的 pH、检测限 (LOD)、定量限 (LOQ) 和选择性。发现BODIPY-2对葡萄糖的 LOD 值为0.19 mM。此外， BODIPY-2和葡萄糖分子之间的复杂化学计量通过乔布绘图技术确定。