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A benzothiazole-based ratiometric fluorescent probe with large Stokes shifts for quantitative profiling of sulfite in real samples and living cells

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摘要 Rapid,selective,and quantitative profiling of SO_(3)^(2-)is a prerequisite for investigating its effect on different physiopathological processes.To address this challenge,our team prepared a ratiometric fluorescent probe HBTCS,based on 4-(benzothiazol-2-yl)-3-hydroxybenzaldehyde for specific detection of SO_(3)^(2-)under a singlewavelength excitation.The solution of probe HBTC-S itself exhibited orange fluorescence(λ_(em)=614 nm),and became green fluorescent(λ_(em)=471 nm)after the addition of SO_(3)^(2-).The vitro experiments suggested that the probe displayed high sensitivity,excellent selectivity,and a low detection limit(0.15μM).Moreover,probe HBTC-S was successfully applied for qualitative and quantitative monitoring of SO_(3)^(2-)in realistic samples and living HeLa cells in a ratiometric manner.
作者 Fengpei Qi Xiuxiu Yue Yitong Yang Qin Liang Ruiren Tang Xiangzhi Song
机构地区 College of Chemistry&Chemical Engineering College of Materials&Chemical Engineering
出处 《Green Chemical Engineering》 EI CSCD 2023年第4期427-432,共6页 绿色化学工程（英文）
基金 financially supported by the National Natural Science Foundation of China(No.22178395) the Scientific Research Fund of Hunan Provincial Education Department of China(20B104)
关键词 RATIOMETRIC Fluorescent probe Sulfite(SO_(3)^(2-)) Single-wavelength excitation Living imaging
分类号 O657.3 [理学—分析化学] Q503 [生物学—生物化学]
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  • 1HRMS calcd, for C21H2oN4Os[M+] 408.1434, found 408.1437.5d: mp: 174-175 ℃. IR (NaC1): 3430, 3321, 1664,1610 cm-l.
  • 21H NMR (600 MHz, CDC13): 8 1.23 (t, 3H, J = 6.6 Hz, CH3), 2.39 (s, 3H, CH3-CO), 4.11 (m, 2H, CH2), 5.44 (s, 1H pyridazine), 6.25 (s, 2H,NH2), 7.26-7.56 (m, 7H, ArH), 8.13 (d, 2H, J = 8.4 Hz, ArH).
  • 313C NMR (600 MHz, CDC13): 8 14.43, 24.84, 33.95, 59.61, 75.92, 125.73,126.11, 126.83, 127.29, 127.64, 127.93, 129.02, 132.41, 139.62, 141.58, 141.91, 147.38, 150.30, 152.77, 168.88, 196.61.
  • 4HRMS calcd forC21H20N405[M+] 408.1434, found 408.1436, 5e: rap: 171-172 ℃. IR (NaC1): 3433, 3327, 1663, 1611 cm-l.
  • 51H NMR (600 MHz, CDC13): 81.24 (t, 3H, J= 6.6 Hz, CH3), 2.38 (s, 3H, CH3-CO), 4.12 (m, 2H, CH2), 5.32 (s, 1H pyddazine), 6.24 (s, 2H, NH2), 7.22-7.55 (m, 9H, ArH).
  • 613C NMR (600 MHz, CDC];i: 8 14144, 24.83,33.96, 59.62, 75.9i, 12-5175, 12"6112, i26.S6, 127130, 127.62, 127.91,129.02, 132.41, J39.621141.58,141.91,147.38,150.30,152.77, 168.81,196.60.
  • 7HRMS calcd, for C21H2oC1N303[M+] 397.1198, found 397.1202. 5f: rap: 175-176 ℃.IR (NaC1): 3440, 3318, 1668, 1629 cm-1.
  • 81H NMR (600 MHz, CDCI3): S 1.23 (t, 3H, J = 7.2 Hz, CH3), 2.38 (s, 3H, CH3-CO-), 4.12 (m, 2H,CH2), 5.32 (s, 1H pyridazine), 6.20 (s, 2H, NH2), 7.22-7.54 (m, 8H, ArH).
  • 913C NMR (600 MHz, CDC13): 8 14.4-3, 24.88, 33.99, 59.64, 75.93,125.76, 126.12, 126.86, 127.30, 127.62, 127.91,129.02, 132.41,139.62, 141.58, 141.91,147.38, 150.30, 152.77, 168.85,196.61.
  • 10HRMS calcdfor C21H19C12N303[M+] 431.0803, found 431.0810. 5g: rap: 155-156 ℃. IR (NaC1): 3460, 3298, 1683, 1633 cm-1.

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Green Chemical Engineering
2023年 第4期

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