硫化氢(H2S)不仅是一种有毒的环境污染物（常见于食品腐败及工业废气中）,也是生物体内重要的信号分子. 因此,对其进行精准检测具有重要的理论与实际意义. 本研究通过4-(二苯氨基）-3-羟基-[1,1-联苯]-4-甲醛(TPA-CHO)与2-氨基苯硫酚反应,合成了具有高荧光量子产率(Φ = 35.6%)的荧光团TPAB-OH. 进一步通过其与2,4-二硝基氟苯的反应,制备了一种新型HS-荧光探针TPAB-HS. 该探针表现出优异的检测性能,包括宽的pH适用范围 (5~12)、短的响应时间 (10 min)、高的信噪比以及低的检测限 (8.56×10-7 mol/L). 此外,TPAB-HS探针成功应用于人乳腺癌细胞 (MCF-7) 中外源性HS-的荧光成像,以及实际水样和食品样品中HS⁻的检测,展示了其在生物成像和复杂样品分析领域的应用潜力.
王龙
,
蒙亚男
,
任睿祺
,
田明玉
,
汤立军
. 一种用于硫化氢检测的荧光开启型探针的合成及应用[J]. 有机化学, 0
: 202603030
.
DOI: 10.6023/cjoc202603030
Hydrogen sulfide (H₂S) is not only a toxic environmental pollutant (commonly found in food spoilage and industrial waste gas) but also an important signaling molecule in organisms. Therefore, it is necessary to develop an effective method to detect hydrogen sulfide. In this paper, TPAB-OH with high fluorescence quantum yield (Φ = 35.6%) was designed and synthesized by combining 4-(diphenylamino)-3-hydroxy-[1,1-biphenyl]-4-formaldehyde (TPA-CHO) with 2-aminobenzenethiol. Compound TPAB-OH reacted with 2, 4-dinitrofluorobenzene to produce a new probe TPAB-HS, which has the advantages of a wide pH range (4~12), fast response (10 min), high signal-to-noise ratio and low detection limit (8.56 × 10-7 mol/L). In addition, the probe TPAB-HS is also suitable for the detection of HS- in human breast cancer cells (MCF-7), actual water samples and food samples.
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