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一种苯二甲酰亚胺功能化的 UiO-66 金属有机骨架,用于活细胞中肼的荧光检测。

A phthalimide-functionalized UiO-66 metal-organic framework for the fluorogenic detection of hydrazine in live cells.

机构信息

Department of Chemistry, Indian Institute of Technology Guwahati, 781039 Assam, India.

Malaria Research Group, Department of Biosciences and Bioengineering, Indian Institute of Technology Guwahati, 781039 Assam, India.

出版信息

Dalton Trans. 2019 Sep 7;48(33):12615-12621. doi: 10.1039/c9dt02459j. Epub 2019 Aug 5.

Abstract

Here, we demonstrated the synthesis, characterization and application of a phthalimide-functionalized UiO-66 metal-organic framework, which showed an intrinsic detection capability for hydrazine. The MOF material (1) was solvothermally prepared by the reaction between ZrCl and 2-(1,3-dioxoisoindolin-2-yl)benzene-1,4-dioic acid (HL) ligand in DMF solvent in the presence of benzoic acid for 48 h at 120 °C. The guest molecule free material (1') was used as a turn-on fluorescent sensor for the selective detection of hydrazine under biological conditions. The phthalimide group anchored in the structure of 1' is converted to the amine group by reaction with hydrazine and this free amine is accountable for the turn-on fluorescence behavior. The probe exhibited an extraordinary detection limit towards hydrazine (0.87 μM). The cellular imaging ability of the MOF probe for hydrazine was also demonstrated with MDAMB-231 breast cancer cells. The probe-loaded cells didn't show considerable cellular cytotoxicity and morphological deformities. They responded towards hydrazine solution by giving an intense blue fluorescent signal. Hence, 1' is capable of monitoring hydrazine in both the aqueous phase and living cells.

摘要

在这里,我们展示了一种邻苯二甲酰亚胺功能化的 UiO-66 金属有机骨架的合成、表征和应用,该骨架对肼具有内在的检测能力。MOF 材料 (1) 是通过在 DMF 溶剂中,ZrCl 和 2-(1,3-二氧代异吲哚啉-2-基)苯-1,4-二羧酸 (HL) 配体在存在苯甲酸的情况下,于 120°C 下反应 48 小时制备得到的。客体分子游离材料 (1') 可作为一种在生物条件下选择性检测肼的荧光传感器,用于选择性检测肼。在结构中锚定的邻苯二甲酰亚胺基团 1' 通过与肼反应转化为胺基,而这种游离胺基是产生开荧光行为的原因。探针对肼的检测极限非常低(0.87 μM)。我们还证明了 MOF 探针对肼的细胞成像能力,该探针用于 MDAMB-231 乳腺癌细胞。负载探针的细胞没有表现出明显的细胞毒性和形态变形。它们对肼溶液的反应是给出强烈的蓝色荧光信号。因此,1' 能够在水相和活细胞中监测肼。

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