CN109293651A - 一种水溶液中检测锌离子的比率荧光探针化合物及其检测方法 - Google Patents
一种水溶液中检测锌离子的比率荧光探针化合物及其检测方法 Download PDFInfo
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- 150000001875 compounds Chemical class 0.000 title claims abstract description 37
- PTFCDOFLOPIGGS-UHFFFAOYSA-N Zinc dication Chemical compound [Zn+2] PTFCDOFLOPIGGS-UHFFFAOYSA-N 0.000 title claims abstract description 32
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- JDGRKGBUVQASCJ-UHFFFAOYSA-N 2-phenyl-1,3-benzoxazol-4-ol Chemical class N=1C=2C(O)=CC=CC=2OC=1C1=CC=CC=C1 JDGRKGBUVQASCJ-UHFFFAOYSA-N 0.000 claims 1
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Abstract
本发明公开了一种水溶液中检测锌离子的比率荧光探针化合物及其检测方法，属于荧光探针领域。该锌离子荧光探针化合物的化学分子式为C20H16N3O3Cl，是以2‑(2’‑羟苯基)苯并噁唑化合物为母体结构经过衍生化得到的。此化合物对锌离子选择性好、检测范围较宽、灵敏度高、抗其它金属离子干扰能力强，适用于生物化学和环境化学等领域水溶液中Zn2+的检测。
Description
技术领域
本发明属于荧光探针领域，尤其是涉及一种用于水溶液中锌离子(Zn2+)检测的荧光探针化合物及其检测方法。
背景技术
锌是一种重要的微量元素，是人体中第二富集的过渡金属元素，广泛地分布于人体的细胞和体液中，在生理功能调节以及细胞构建中扮演着重要的角色[1]。人体内锌缺乏可引发各种疾病，如免疫系统功能障碍、厌食症、生长迟缓、糖尿病、阿尔茨海默氏症等，但人体摄入过量的锌会产生中毒现象，环境中过多的Zn2+也会造成污染，影响植物的生长发育，因此高选择性的识别和检测Zn2+，对生物学、临床医学、环境化学和农学等领域具有重要的意义。目前检测Zn2+的主要方法有原子吸收光谱法、色谱分析法、比色法、电化学法和荧光光谱法等。其中，荧光光谱法因具有原位、实时、灵敏、无损和选择性好等特点而备受关注。
2-(2’-羟苯基)苯并唑类(HBX，X＝O，S，NH)化合物是一类典型的ESIPT化合物，具有高的荧光量子产率和较大的Stoke位移值，消除了背景荧光的干扰和吸收与发射光谱的重叠，因此在荧光探针领域引起了极大的兴趣[2]，作为Zn2+荧光探针已得到了广泛的研究，然而许多基于HBX的Zn2+荧光探针化合物水溶性较差，往往是在有机溶剂中进行Zn2+的检测[3,4]或者在有机溶剂和水的混合溶液体系中识别锌离子[5]，限制了在生物学和临床医学检验等方面的应用，因此发展一种能够在纯水体系中对锌离子具有选择性好、灵明度高和快速响应的荧光探针具有重要的意义。
[1]Berg J M,Shi Y G.The galvanization of biology:a growingappreciation for the roles of zinc[J].Science,1996,271:1081-1085.
[2]胡睿,郭旭东,杨国强.激发态分子内质子转移化合物的性能及作为荧光化学传感器的应用研究[J].影像科学与光化学,2013,31(5):335-348.
[3]Tian Y Q,Chen C Y,Yang C C,et al.2-(2’-hydroxyphenyl)benzoxazole-containing two-photon-absorbing chromophores as sensors for zinc andhydroxide ions[J].Chem.Mater.,2008,20(5):1977-1987.
[4]吴玉防,崔颖娜,李慎敏,等.基于羟苯基苯并咪唑的Zn2+比率荧光探针[J].无机化学学报,2012,28(5):910-914.
[5]Xu Y Q,Xiao L L,Sun S G,et al.Switchable and selective detectionof Zn2+or Cd2+in living cells based on 3’-O-substituted arrangement ofbenzoxazole-derived fluorescent probes[J].Chem.Commun.,2014,50:7514-7516.
发明内容
为弥补现有技术的不足，本发明提供了一种含羟苯基苯并噁唑和吡啶氯盐结构单元的水溶性Zn2+比率荧光探针化合物及其在水溶液中对Zn2+的比率荧光检测方法，该探针化合物对水溶液中Zn2+浓度的检测范围较宽，选择性和灵敏度高，重现性好，并且其它干扰离子对检测结果无明显影响。
本发明采用如下技术方案：一种水溶液中检测锌离子的比率荧光探针化合物，N-(4-2’-苯并噁唑-3-羟苯基)氨甲酰基甲基吡啶氯盐(C20H16N3O3Cl)，具有如式Ⅰ所示的结构：
本发明探针化合物检测Zn2+浓度的方法为：
准确配制1×10-6～1×10-4mol/L的探针化合物水溶液，并向该溶液中加入Zn2+水溶液标准样品，配制成含Zn2+浓度为1×10-6～1×10-2mol/L的标准样品并测定荧光光谱，荧光峰强度变化lg(I458/I423)与Zn2+浓度lgc的趋势线方程为：
lg(I458/I423)＝－0.383lgc－1.4484(R2＝0.9910)。
其中I458/I423为458nm处和423nm处荧光峰强度比值；
c为Zn2+摩尔浓度。
本发明探针化合物对Zn2+的工作浓度范围8×10-6～1×10-3mol/L，且Na+，K+，Mg2+，Ca2+，Ba2+，Mn2+，Fe2+，Co2+，Ni2+，Cd2+和Pb2+对Zn2+浓度的测定无明显干扰。
本发明的探针化合物是水溶液中Zn2+检测的比率荧光识别探针，从而消除了荧光增强型探针等受外界不稳定带来的仪器的系统误差、背景误差等，使其灵敏度提高。本发明的探针化合物具有良好的水溶性，实现了水溶液中对Zn2+的荧光检测。该化合物对Zn2+检测具有较高的选择性，检测范围较宽，为8×10-6～1×10-3mol/L，具有很好的灵敏度，能够检测到ppm数量级的Zn2+，抗其它金属离子干扰能力强，适用于生物化学和环境化学等领域中Zn2+的检测。
附图说明
图1是本发明实施例1中探针化合物的水溶液在加入不同金属离子后的荧光吸收光谱图；
图2是本发明实施例2中探针化合物的水溶液在加入不同浓度的Zn2+后的荧光吸收光谱图；
图3是本发明实施例2中探针化合物在水溶液中458nm处和423nm处荧光峰强度变化lg(I458/I423)与lgc关系的工作曲线；
图4是本发明实施例3中不同金属离子与Zn2+共存时对混合体系荧光强度的影响。
具体实施方式
下面通过具体实施例详述本发明，但不限制本发明的保护范围。如无特殊说明，本发明所采用的实验方法均为常规方法，所用实验器材、材料、试剂等均可从化学公司购买。
实施例1
向3mL探针化合物N-(4-2’-苯并噁唑-3-羟苯基)氨甲酰基甲基吡啶氯盐的水溶液(浓度为3×10-5mol/L)中分别加入30μL不同金属离子水溶液(浓度为9×10-2mol/L)，充分混合后在328nm激发波长下测定各溶液的荧光吸收光谱(如图1)。结果表明，探针化合物对Na+、K+、Mg2+、Ca2+、Ba2+、Cd2+、Pb2+、Mn2+的响应很弱，Co2+、Ni2+、Fe2+能够使探针化合物的荧光发射轻微猝灭，而只有Zn2+在458nm处荧光发射峰猝灭的同时，在423nm处出现了新峰，呈现出比率荧光的特征，因此，探针化合物具备了作为检测Zn2+比率荧光探针的基本条件。
实施例2
配制浓度分别为1×10-1、1×10-2、1×10-3mol/L的Zn2+水溶液。首先，向样品池中加入3mL探针化合物N-(4-2’-苯并噁唑-3-羟苯基)氨甲酰基甲基吡啶氯盐的水溶液(3×10- 5mol/L)，依次滴加浓度为1×10-3mol/L的Zn2+水溶液24、3、3μL，充分混匀后在328nm激发光激发下扫谱；然后向样品池中加入3mL探针化合物的水溶液(3×10-5mol/L)，依次滴加浓度为1×10-2mol/L的Zn2+水溶液3μL，充分混匀后在328nm激发光激发下扫谱，共滴加10次；最后，向样品池中加入3mL探针化合物的水溶液(3×10-5mol/L)，依次滴加浓度为1×10-1mol/L的Zn2+水溶液3μL，充分混匀后在328nm激发光激发下扫谱,共滴加10次(如图2)。随着Zn2+浓度的增加，荧光光谱上458nm处荧光峰强度逐渐降低，且在423nm处荧光峰强度逐渐增强。以458nm处和423nm处荧光峰强度变化lg(I458/I423)作为纵坐标，lgc(c为Zn2+摩尔浓度)为横坐标做工作曲线(如图3)，趋势线方程：lg(I458/I423)＝－0.383lgc－1.4484(R2＝0.9910)。
实施例3
本实施例考察探针化合物对Zn2+识别的选择性。向3mL探针化合物的水溶液(浓度为3×10-5mol/L)中加入浓度为9×10-2mol/L的Zn2+水溶液30μL，然后再分别加入30μL Na+、K+、Mg2+、Ca2+、Ba2+、Mn2+、Fe2+、Co2+、Ni2+、Cd2+或Pb2+的金属离子水溶液(浓度为9×10-2mol/L)，充分混合后在328nm激发光激发下扫谱，不同金属离子与Zn2+共存时对混合体系荧光强度的影响如图4。实验结果表明，探针化合物作为荧光探针用于测定水溶液中的Zn2+灵敏度高，其它水中的离子对其测定结果干扰较少，结果稳定，可靠。
以上所述，仅为本发明创造较佳的具体实施方式，但本发明创造的保护范围并不局限于此，任何熟悉本技术领域的技术人员在本发明创造披露的技术范围内，根据本发明创造的技术方案及其发明构思加以等同替换或改变，都应涵盖在本发明创造的保护范围之内。
Claims (3)
1.一种水溶液中检测锌离子的比率荧光探针化合物，其特征在于，该化合物含羟苯基苯并噁唑和吡啶氯盐结构单元，该化合物的结构式Ⅰ如下：
2.权利要求1所述的Zn2+比率荧光探针化合物检测Zn2+浓度的方法，其特征在于，具体步骤为：
(1)准确配制1×10-6～1×10-4mol/LZn2+比率荧光探针化合物水溶液，并向该溶液中加入Zn2+水溶液标准样品，配制成含Zn2+浓度为1×10-6～1×10-2mol/L的标准样品，测定荧光光谱；
(2)以458nm处和423nm处荧光峰强度变化lg(I458/I423)作为纵坐标，以lgc为横坐标做工作曲线，其中c为Zn2+摩尔浓度；
荧光峰强度变化lg(I458/I423)与Zn2+浓度lgc的工作曲线为：lg(I458/I423)＝－0.383lgc－1.4484(R2＝0.9910)。
3.根据权利要求2所述的Zn2+比率荧光探针化合物检测Zn2+浓度的方法，其特征在于：水溶液中还可以存在Na+，K+，Mg2+，Ca2+，Ba2+，Mn2+，Fe2+，Co2+，Ni2+，Cd2+和Pb2+。
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| US11530212B2 (en) | 2019-05-13 | 2022-12-20 | Wuyi University | Fluorescent probe compound for zinc ion, as well as preparation method and use thereof |
| CN111825629A (zh) * | 2020-08-12 | 2020-10-27 | 江西理工大学 | 一种苯并噁唑类荧光探针及制备方法及应用 |
| CN111825629B (zh) * | 2020-08-12 | 2022-10-21 | 江西理工大学 | 一种苯并噁唑类荧光探针及制备方法及应用 |
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