CN112441954A - 一种双识别位点汞离子荧光探针 - Google Patents

一种双识别位点汞离子荧光探针 Download PDF

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CN112441954A
CN112441954A CN201910826031.5A CN201910826031A CN112441954A CN 112441954 A CN112441954 A CN 112441954A CN 201910826031 A CN201910826031 A CN 201910826031A CN 112441954 A CN112441954 A CN 112441954A
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fluorescent probe
mercury
recognition sites
mercury ion
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CN112441954B (zh
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杨绍祥
田红玉
梁森
孙宝国
武小明
王皓
李雅楠
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Beijing Technology and Business University
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Abstract

本发明公开了一种检测汞离子的双识别位点荧光探针,具体化学结构式如下所示:

Description

一种双识别位点汞离子荧光探针
技术领域
本发明涉及一种双识别位点汞离子荧光探针以及其在检测汞离子中的应用。
背景技术
汞是一种剧毒元素,广泛存在于各类环境介质和食物链中。一般汞化合物的化合价是+1或+2。水溶性较好的汞盐都具有剧毒,吸入、接触或误服后均会导致脑和肝损伤。二价汞离子等无机汞会转化成甲基汞和二甲基汞,甲基汞毒性更大,易被人体吸收,排出慢。最危险的汞有机化合物是二甲基汞,水俣病是甲基汞中毒的一种病症。目前检测汞的分析方法主要有原子荧光光谱分析法、冷原子吸收光谱法、二硫腙比色法、电感耦合等离子体质谱法、电感耦合等离子体发射光谱法等。
有机小分子荧光探针检测法由于其具有操作简便、检测快速、灵敏度高等优点,引起了研究者的高度关注,以荧光探针作为检测工具,测定汞离子的含量,对环境及食品安全研究具有重要的意义。
发明内容
本发明目的是提供一种双识别位点汞离子荧光探针,它适于在化妆品、食品等产品中检测汞离子。
更具体的是,本发明涉及一种检测汞离子的双识别位点荧光探针,它通过下式表示:
Figure BSA0000189383950000011
附图说明
图1是在二甲基亚砜溶液中,随着不同浓度汞离子的加入,本发明的荧光探针(10μM)的荧光强度变化。嵌入图:汞离子的浓度。
图2是在二甲基亚砜溶液中,本发明的荧光探针(10μM)荧光强度随着汞离子浓度变化的标准曲线。
图3在365nm紫外灯下,本发明的荧光探针(10μM)与不同浓度汞离子(0,0.5,1.0,1.5,2.0,4.0,6.0μM)反应后溶液颜色变化情况。
具体实施方式
实施例1.汞离子荧光探针的制备
合成路线如下式所示:
Figure BSA0000189383950000021
化合物1(0.50g,2.90mmol)和化合物2(0.75g,4.36mmol)各用15ml无水二氯甲烷溶解后依次加入到100mL单口烧瓶中,搅拌下滴加N,N-二异丙基乙胺(0.75mL),室温搅拌8.5h。柱层析分离得白色固体化合物3,产率85.41%。
将化合物3(0.41g,1.34mmol)和巯基乙酸(0.99g,10.27mmol)依次加入到50mL三烧瓶中,室温搅拌10min。抽滤,乙醇重结晶,得到白色固体化合物4,产率81.82%。
产物经过核磁氢谱及核磁碳谱表征。
1H NMR(300MHz,DMSO),δ(ppm):12.71(s,1H),8.10(d,J=9.0Hz,1H),7.55(dd,J=13.6,5.1Hz,2H),7.38(dd,J=7.5,5.7Hz,2H),5.47(s,1H),3.45(d,J=15.4Hz,1H),3.29(d,J=15.4Hz,2H).13C NMR(75MHz,DMSO):δ(ppm):194.87,171.22,153.70,151.63,137.53,133.47,131.49,130.50,130.45,129.09,127.55,127.00,126.75,122.29,119.24,53.33,34.58.
本发明的荧光探针的荧光强度随着汞离子的变化如图1所示,依据该变化可作出该荧光探针(10μM)荧光强度随着汞离子浓度变化的标准曲线,标准曲线如图2所示,通过该标准曲线的建立,本发明的荧光探针可用于汞离子的定量检测。本发明的荧光探针与不同浓度汞离子反应后,溶液颜色变化情况如图3所示,随着汞离子浓度的增加,本发明的荧光探针溶液由无色逐渐变为黄绿色。本发明的荧光探针可用于汞离子的定性及半定量检测。

Claims (1)

1.一种检测汞离子的双识别位点荧光探针,具体化学结构式如下所示:
Figure FSA0000189383940000011
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Publication number Priority date Publication date Assignee Title
CN113527160A (zh) * 2021-09-15 2021-10-22 北京大学生命科学华东产业研究院 汞离子检测探针的制备方法和汞离子含量的检测方法

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CN107298664A (zh) * 2017-07-11 2017-10-27 济南大学 一种分析汞离子的比色荧光探针、制备方法及应用
CN107337654A (zh) * 2017-07-11 2017-11-10 济南大学 一种分析汞离子的荧光探针、制备方法及应用

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN107298664A (zh) * 2017-07-11 2017-10-27 济南大学 一种分析汞离子的比色荧光探针、制备方法及应用
CN107337654A (zh) * 2017-07-11 2017-11-10 济南大学 一种分析汞离子的荧光探针、制备方法及应用

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
YUNYAN GAO等: "Highly sensitive and selective turn-on fluorescent chemosensors for Hg2+ based on thioacetal modified pyrene", 《TALANTA》 *

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* Cited by examiner, † Cited by third party
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CN113527160A (zh) * 2021-09-15 2021-10-22 北京大学生命科学华东产业研究院 汞离子检测探针的制备方法和汞离子含量的检测方法

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