A New Phenolate-Ion-Type Two-Photon Near Infrared Fluorophore-Based Biosensor for High-Performance Detection of HNO

A New Phenolate-Ion-Type Two-Photon Near Infrared Fluorophore-Based Biosensor for High-Performance Detection of HNO
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一种新型酚盐离子型双光子近红外荧光团生物传感器,用于 HNO 的高性能检测

DOI:
10.1002/chem.202002783
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发表时间:
2020
期刊:
Chemistry - A European Journal
影响因子:
--
通讯作者:
Lu Zhiyun
Lu Zhiyun
中科院分区:
其他
文献类型:
--
作者:
He Moyun;Li Chenghui;Pang Zhenguo;Chen Kuan;Tan Yanfei;Huang Yan;Lu Zhiyun

文献摘要

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虽然(E)‐4‐(2‐(4‐(二氰乙烯)‐4H‐chromen‐2‐yl)乙烯基)酚醛阴离子(DCPO−)最近作为潜在的近红外(NIR)生物传感器信号单元出现,但其偶联酸的ppko值相对较高(~ 9);这将导致生理条件下相对较低的DCPO -浓度,因此,基于DCPO -的生物探针的灵敏度不令人满意。通过在DCPO -上进行二氟取代,我们得到了一种新的o - FDCPO -荧光团,其共轭酸的pkg值低得多,为7.42。同时,o‐FDCPO−具有近红外发射,λem=693 nm,荧光效率比DCPO−高0.76倍。通过对两种HNO探针(即o - FDCPO - P和DCPO - P)的比较研究,证实了o - FDCPO -在近红外生物传感器应用中的灵敏度优于DCPO -,它们分别具有o - FDCPO -和DCPO -的信号单元。此外,o - FDCPO - P已被证明是一种高性能的HNO探针,具有高选择性,高灵敏度(检测限:50 nm),快速响应,以及双光子近红外激发成像能力。
Although (E)‐4‐(2‐(4‐(dicyanomethylene)‐4H‐chromen‐2‐yl)vinyl)phenolate anion (DCPO−) has recently emerged as a potential near infrared (NIR) biosensor signaling unit, the pKavalue of its conjugate acid is relatively high (∼9); this will lead to relatively low concentrations of DCPO−under physiological conditions and, hence, unsatisfactory sensitivity of DCPO−‐based bio‐probes. By difluoro‐substitution on DCPO−, we have exploited a new fluorophore ofo‐FDCPO−whose conjugate acid has a much lower pKavalue of 7.42. Meanwhile,o‐FDCPO−is NIR emissive withλem=693 nm and has a 0.76‐fold higher fluorescence efficiency than DCPO−. The significant superiority ofo‐FDCPO−over DCPO−in sensitivity for NIR biosensor applications was confirmed by comparative studies on two HNO probes, namelyo‐FDCPO‐P and DCPO‐P, which bear signaling units ofo‐FDCPO−and DCPO−, respectively. Moreover,o‐FDCPO‐P has been demonstrated to be a high‐performance HNO probe with high selectivity, high sensitivity (detection limit: 50 nm), and a rapid response, together with a two‐photon NIR‐excitation imaging capability.