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A hydrogen sulfide triggered self-immolative fluorescent probe for lysosome labeling in live cells

机译:硫化氢触发了活细胞中溶酶体标记的自我侵略性荧光探针

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摘要

We developed a naphthalimide-based, lysosome-targeting, and self-immolative fluorescent probe for H2S detection. Probe LS-1 comprises a 2-formylbenzoate derivative of the 1,8-naphthalimide fluorophore. H2S forms a thiohemiacetal intermediate by reacting with the formyl group of the 2-formylbenzoate derivative, which subsequently undergoes intramolecular cyclization with the ester moiety to generate a free naphthalimide fluorophore (FL-1). The UV-vis absorbance (lambda(abs)) value of probe LS-1 at 450 nm increased in the presence of H2S. Similarly, with increasing H2S concentrations, the emission band (lambda(em)) centered at 560 nm increased gradually. The probe was found to be highly sensitive and chemoselective towards H2S compared with other biological analytes. Probe LS-1 was nontoxic and very stable across the physiological pH range. The probe LS-1 enables the detection of intracellular endogenous H2S formation in HT29 cells in lysosomes.
机译:我们开发了基于萘基的溶酶体靶向,以及用于H2S检测的自我灭活荧光探针。 探针LS-1包含1,8-萘二烷基胺荧光团的2-甲苯苯甲酸酯衍生物。 H 2 S通过与2-甲酰苯甲酸酯衍生物的甲酰基反应而形成硫磷酰胺中间体,随后用酯部分进行分子内环化以产生游离萘酰胺荧光团(FL-1)。 在450nm处,探针LS-1的UV-Vis吸光度(λ(ABS))在H 2 S存在下增加。 类似地,随着H 2 S浓度的增加,以560nm为中心的发射带(Lambda(EM))逐渐增加。 与其他生物分析物相比,发现探针对H2S具有高度敏感和化学选择性。 探针LS-1在生理pH范围内无毒并且非常稳定。 探针LS-1能够检测溶酶体中HT29细胞中的细胞内内源H2S形成。

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  • 来源
    《New Journal of Chemistry》 |2018年第3期|共5页
  • 作者单位

    Amrita Vishwa Vidyapeetham Amrita Sch Engn Amrita Ctr Ind Res &

    Innovat Coimbatore 64112 Tamil Nadu India;

    Natl Chiao Tung Univ Dept Appl Chem 1001 Ta Hsueh Rd Hsinchu 300 Taiwan;

    Amrita Vishwa Vidyapeetham Amrita Sch Engn Amrita Ctr Ind Res &

    Innovat Coimbatore 64112 Tamil Nadu India;

    Natl Chiao Tung Univ Dept Appl Chem 1001 Ta Hsueh Rd Hsinchu 300 Taiwan;

    Amrita Vishwa Vidyapeetham Amrita Sch Engn Amrita Ctr Ind Res &

    Innovat Coimbatore 64112 Tamil Nadu India;

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  • 正文语种 eng
  • 中图分类 化学;
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