CN110596056A - 基于七元瓜环检测l-苯丙氨酸的荧光探针及其检测方法 - Google Patents
基于七元瓜环检测l-苯丙氨酸的荧光探针及其检测方法 Download PDFInfo
- Publication number
- CN110596056A CN110596056A CN201910704326.5A CN201910704326A CN110596056A CN 110596056 A CN110596056 A CN 110596056A CN 201910704326 A CN201910704326 A CN 201910704326A CN 110596056 A CN110596056 A CN 110596056A
- Authority
- CN
- China
- Prior art keywords
- solution
- fluorescent probe
- phenylalanine
- detecting
- cucurbituril
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- COLNVLDHVKWLRT-QMMMGPOBSA-N L-phenylalanine Chemical compound OC(=O)[C@@H](N)CC1=CC=CC=C1 COLNVLDHVKWLRT-QMMMGPOBSA-N 0.000 title claims abstract description 94
- 239000007850 fluorescent dye Substances 0.000 title claims abstract description 56
- 229960005190 phenylalanine Drugs 0.000 title claims abstract description 47
- MSBXTPRURXJCPF-DQWIULQBSA-N cucurbit[6]uril Chemical compound N1([C@@H]2[C@@H]3N(C1=O)CN1[C@@H]4[C@@H]5N(C1=O)CN1[C@@H]6[C@@H]7N(C1=O)CN1[C@@H]8[C@@H]9N(C1=O)CN([C@H]1N(C%10=O)CN9C(=O)N8CN7C(=O)N6CN5C(=O)N4CN3C(=O)N2C2)C3=O)CN4C(=O)N5[C@@H]6[C@H]4N2C(=O)N6CN%10[C@H]1N3C5 MSBXTPRURXJCPF-DQWIULQBSA-N 0.000 title claims abstract description 44
- 238000001514 detection method Methods 0.000 title abstract description 18
- 239000000243 solution Substances 0.000 claims abstract description 48
- 239000000523 sample Substances 0.000 claims abstract description 27
- 239000012086 standard solution Substances 0.000 claims abstract description 23
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 23
- 238000002189 fluorescence spectrum Methods 0.000 claims abstract description 19
- 230000008859 change Effects 0.000 claims abstract description 12
- 230000005284 excitation Effects 0.000 claims abstract description 8
- 239000000126 substance Substances 0.000 claims abstract description 6
- 238000007865 diluting Methods 0.000 claims abstract description 3
- 238000004993 emission spectroscopy Methods 0.000 claims abstract description 3
- VKJGBAJNNALVAV-UHFFFAOYSA-M Berberine chloride (TN) Chemical compound [Cl-].C1=C2CC[N+]3=CC4=C(OC)C(OC)=CC=C4C=C3C2=CC2=C1OCO2 VKJGBAJNNALVAV-UHFFFAOYSA-M 0.000 claims description 22
- 239000007864 aqueous solution Substances 0.000 claims description 20
- 238000000034 method Methods 0.000 claims description 17
- 239000011259 mixed solution Substances 0.000 claims description 7
- QDGAVODICPCDMU-UHFFFAOYSA-N 2-amino-3-[3-[bis(2-chloroethyl)amino]phenyl]propanoic acid Chemical compound OC(=O)C(N)CC1=CC=CC(N(CCCl)CCCl)=C1 QDGAVODICPCDMU-UHFFFAOYSA-N 0.000 claims description 6
- 238000002360 preparation method Methods 0.000 claims description 5
- 230000035945 sensitivity Effects 0.000 abstract description 4
- 238000011897 real-time detection Methods 0.000 abstract description 3
- 229940024606 amino acid Drugs 0.000 description 10
- 150000001413 amino acids Chemical class 0.000 description 10
- 238000000862 absorption spectrum Methods 0.000 description 4
- 230000008901 benefit Effects 0.000 description 4
- 238000005259 measurement Methods 0.000 description 4
- OUYCCCASQSFEME-QMMMGPOBSA-N L-tyrosine Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-QMMMGPOBSA-N 0.000 description 3
- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 238000001727 in vivo Methods 0.000 description 2
- 230000004060 metabolic process Effects 0.000 description 2
- 102000004169 proteins and genes Human genes 0.000 description 2
- 108090000623 proteins and genes Proteins 0.000 description 2
- 230000002194 synthesizing effect Effects 0.000 description 2
- 235000008222 Cyamopsis psoralioides Nutrition 0.000 description 1
- 244000303965 Cyamopsis psoralioides Species 0.000 description 1
- 150000008575 L-amino acids Chemical class 0.000 description 1
- 108010069013 Phenylalanine Hydroxylase Proteins 0.000 description 1
- 102100038223 Phenylalanine-4-hydroxylase Human genes 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 238000004847 absorption spectroscopy Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 235000015872 dietary supplement Nutrition 0.000 description 1
- 239000003797 essential amino acid Substances 0.000 description 1
- 235000020776 essential amino acid Nutrition 0.000 description 1
- 238000001506 fluorescence spectroscopy Methods 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 239000005556 hormone Substances 0.000 description 1
- 229940088597 hormone Drugs 0.000 description 1
- 230000003832 immune regulation Effects 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000002858 neurotransmitter agent Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000004445 quantitative analysis Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 238000004088 simulation Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D455/00—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine
- C07D455/03—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing quinolizine ring systems directly condensed with at least one six-membered carbocyclic ring, e.g. protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/22—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains four or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
- G01N21/17—Systems in which incident light is modified in accordance with the properties of the material investigated
- G01N21/25—Colour; Spectral properties, i.e. comparison of effect of material on the light at two or more different wavelengths or wavelength bands
- G01N21/31—Investigating relative effect of material at wavelengths characteristic of specific elements or molecules, e.g. atomic absorption spectrometry
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
- G01N21/17—Systems in which incident light is modified in accordance with the properties of the material investigated
- G01N21/25—Colour; Spectral properties, i.e. comparison of effect of material on the light at two or more different wavelengths or wavelength bands
- G01N21/31—Investigating relative effect of material at wavelengths characteristic of specific elements or molecules, e.g. atomic absorption spectrometry
- G01N21/33—Investigating relative effect of material at wavelengths characteristic of specific elements or molecules, e.g. atomic absorption spectrometry using ultraviolet light
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
- G01N21/62—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light
- G01N21/63—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light optically excited
- G01N21/64—Fluorescence; Phosphorescence
- G01N21/6402—Atomic fluorescence; Laser induced fluorescence
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
- G01N21/62—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light
- G01N21/63—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light optically excited
- G01N21/64—Fluorescence; Phosphorescence
- G01N21/6428—Measuring fluorescence of fluorescent products of reactions or of fluorochrome labelled reactive substances, e.g. measuring quenching effects, using measuring "optrodes"
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
- G01N21/62—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light
- G01N21/63—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light optically excited
- G01N21/64—Fluorescence; Phosphorescence
- G01N21/6486—Measuring fluorescence of biological material, e.g. DNA, RNA, cells
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1018—Heterocyclic compounds
- C09K2211/1025—Heterocyclic compounds characterised by ligands
- C09K2211/1029—Heterocyclic compounds characterised by ligands containing one nitrogen atom as the heteroatom
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1018—Heterocyclic compounds
- C09K2211/1025—Heterocyclic compounds characterised by ligands
- C09K2211/1044—Heterocyclic compounds characterised by ligands containing two nitrogen atoms as heteroatoms
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1018—Heterocyclic compounds
- C09K2211/1025—Heterocyclic compounds characterised by ligands
- C09K2211/1074—Heterocyclic compounds characterised by ligands containing more than three nitrogen atoms as heteroatoms
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1018—Heterocyclic compounds
- C09K2211/1025—Heterocyclic compounds characterised by ligands
- C09K2211/1088—Heterocyclic compounds characterised by ligands containing oxygen as the only heteroatom
Landscapes
- Chemical & Material Sciences (AREA)
- Physics & Mathematics (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Immunology (AREA)
- General Physics & Mathematics (AREA)
- Pathology (AREA)
- Analytical Chemistry (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Optics & Photonics (AREA)
- Engineering & Computer Science (AREA)
- Molecular Biology (AREA)
- Biomedical Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Materials Engineering (AREA)
- Investigating Or Analysing Materials By The Use Of Chemical Reactions (AREA)
- Investigating, Analyzing Materials By Fluorescence Or Luminescence (AREA)
Abstract
本发明公开了一种基于七元瓜环检测L‑苯丙氨酸的荧光探针及其检测方法，其分子式为C42H42N28O14@C20H18ClNO4，化学结构式如附图1所示。其检测方法是将所述荧光探针加水稀释，得探针标准溶液，然后向探针标准溶液中加入待测物水溶液，静置5‑20s后以固定激发波长350nm进行荧光发射光谱测定，并绘制激发出的该激光波长处的荧光强度的变化曲线；根据变化曲线计算荧光探针溶液中加入待测物水溶液前后分别对应496.96nm下的荧光发射光谱强度变化，即可对L‑苯丙氨酸进行检测。本发明是一种新型的荧光探针，具有能检测水中的L‑苯丙氨酸的特点，且具有灵敏度高、检测成本低、样品处理简单、操作方便、测定快速以及实时检测的特点。
Description
技术领域
本发明涉及一种检测L-苯丙氨酸的荧光探针及其检测方法，特别是一种基于七元瓜环检测L-苯丙氨酸的荧光探针及其检测方法。
背景技术
氨基酸在生物体成长发育过程中发挥着极其重要的其作用：1.是人体组织的构成部分；2.构成人体内的各种物质；3.供给热量；4.免疫调节；5.作为体内重要的载体,起者运输的作用；6.氧化功能。
氨基酸是蛋白质的基本组成物质,摄入氨基酸是人体获得氮源的唯一方式,人体吸收氨基酸后一部分被直接用来合成蛋白质，一部分被氧化分解,其中含氮部分用来合成其他必须氨基酸，一部分作为能量被分解掉,以尿素的形式排出体外。
因此,对食物中氨基酸含量及其种类的检测显得尤为重要，而荧光探针是一种新型的检测试剂，由于其具有较高灵敏度、较低检测成本、样品处理简单、操作方便、测定快速以及实时检测的优点而备受人们的青睐。
L-苯丙氨酸(英文名：L-Phenylalanine)为无色至白色片状晶体或白色结晶性粉末，是一种营养增补剂，是必需氨基酸之一。在体内大部分经苯丙氨酸羟化酶催化作用氧化成酪氨酸，并与酪氨酸一起合成重要的神经递质和激素，参与机体糖代谢和脂肪代谢。因此，研究新型的检测L-苯丙氨酸用的荧光探针及相关检测方法很有必要。
发明内容
本发明的目的在于，提供一种基于七元瓜环检测L-苯丙氨酸的荧光探针及其检测方法。本发明是一种新型的荧光探针，具有能检测水中的L-苯丙氨酸的特点，且具有灵敏度高、检测成本低、样品处理简单、操作方便、测定快速以及实时检测的特点。
本发明的技术方案：一种基于七元瓜环检测L-苯丙氨酸的荧光探针，其分子式为C42H42N28O14@C20H18ClNO4，化学结构式如附图1所示。
前述的基于七元瓜环检测L-苯丙氨酸的荧光探针，所述荧光探针是由七元瓜环和盐酸小檗碱制成。
前述的基于七元瓜环检测L-苯丙氨酸的荧光探针，所述荧光探针的具体制备方法包括如下步骤：
(1)将七元瓜环加水溶解，得溶液A；
(2)将盐酸小檗碱加水溶解，得溶液B；
(3)将溶液A与溶液B混合，常温反应，即得荧光探针。
前述的基于七元瓜环检测L-苯丙氨酸的荧光探针，步骤(1)所述溶液A的浓度为1.0×10-4mol/L。
前述的基于七元瓜环检测L-苯丙氨酸的荧光探针，步骤(2)所述溶液B的浓度为1.0×10-3mol/L。
前述的基于七元瓜环检测L-苯丙氨酸的荧光探针，步骤(2)所述溶液A和溶液B混合时，混合液中七元瓜环与盐酸小檗碱的摩尔比为1:0.5-2。
前述的基于七元瓜环检测L-苯丙氨酸的荧光探针，所述混合液中七元瓜环与盐酸小檗碱的摩尔比为1:1。
一种前述的荧光探针检测L-苯丙氨酸的方法，是将所述荧光探针加水稀释，得探针标准溶液，然后向探针标准溶液中加入待测物水溶液，静置5-20s后以固定激发波长350nm进行荧光发射光谱测定，并绘制激发出的该激光波长处的荧光强度的变化曲线；根据变化曲线计算荧光探针溶液中加入待测物水溶液前后分别对应496.96nm下的荧光发射光谱强度变化，即可对L-苯丙氨酸进行检测。
前述的荧光探针检测L-苯丙氨酸的方法，所述探针标准溶液的浓度为2.0×10- 5mol/L。
前述的荧光探针检测L-苯丙氨酸的方法，当加入所述待测物水溶液前后探针标准溶液在496.96nm下的荧光发射光谱强度降低，则表明待测物水溶液中含有L-苯丙氨酸，否则不含。
本发明的有益效果
本发明的荧光探针是一种新型的荧光探针，能够对水溶液中的L-苯丙氨酸进行检测；此外，本发明的荧光探针检出限低至1.7398×10-6mol/L，具有灵敏度高的优点；同时，荧光探针只需以七元瓜环和盐酸小檗碱为原料通过简单方法即可制备，并以简单的方法进行检测，因此，具有检测成本低，样品处理简单，操作方便的优点；再者，由于检测操作简单，能够实时且快速的检测。
为验证本发明的有益效果，发明人进行了大量的实验研究，部分实验过程和结果如下：
实验例1探究七元瓜环和盐酸小檗碱的合适摩尔比
为了探究七元瓜环和盐酸小檗碱所形成探针的合适摩尔比，采用紫外吸收光法谱和荧光光谱法对主客体之间的相互作用进行了考察。
摩尔比法测定各体系之间的紫外吸收光谱和荧光谱和荧光光谱数据，具体方法为：将盐酸小檗碱和七元瓜环分别配制成1.0mmol/L和0.1mmol/L的水溶液备用，固定客体浓度为0.02mmol/L，改变七元瓜环的浓度，配置N七元瓜环/N盐酸小檗碱为0、0.1、0.2、0.3、0.5、0.5、0.6、0.7、0.8、0.9、1.0、1.1、1.2、1.3、1.4、1.5的水溶液，在室温下测定溶液的紫外-可见吸收光谱；固定客体浓度为0.02mmol/L，改变七元瓜环的浓度，配置N七元瓜环/N盐酸小檗碱为0、0.1、0.2、0.3、0.4、0.5、0.6、0.7、0.8、0.9、1.0、1.1、1.2、1.3、1.4、1.5的水溶液，在激发波长为350nm，激发狭缝为10nm，发射狭缝为10nm，电压为540V的条件下测定溶液的荧光发射光谱，随后采用等摩尔连续变化法(JOB法)测定体系之间的紫外吸收光谱和荧光谱，固定主客体的总浓度为4.0mmol/L不变，通过不断改变主客体之间的物质的量之比，配制出一系列不同摩尔比N七元瓜环/(N七元瓜环+N盐酸小檗碱)＝0.1、0.2……0.8、0.9、1.0的待测溶液，并按此方法，测定紫外吸收光谱和荧光谱。
实验例2定量分析
向本发明制得的浓度为2.0×10-5mol/L的荧光探针标准溶液中加入不同体积分数的含有L-苯丙氨酸的溶液进行检测，检测结果如图4、5所示，可以看出，加入不同体积分数后标准溶液中L-苯丙氨酸的浓度也不相同，不同浓度的L-苯丙氨酸可使荧光探针溶液发生不同程度的荧光减弱，而L-苯丙氨酸响应的线性范围为(1.0-20.0)×10-5mol/L，检出限为1.5871×10-6mol/L(如图6)。
附图说明
图1为本发明荧光探针的分子结构式；
图2为七元瓜环与盐酸小檗碱摩尔比法；
图3为探针标准溶液加入含有不同L-氨基酸的溶液时的荧光光谱曲线；
图4为探针标准溶液加入不同浓度含有L-苯丙氨酸的溶液时的荧光光谱曲线；
图5为探针标准溶液加入不同浓度含有L-苯丙氨酸的溶液时的荧光光谱强度；
图6为本发明荧光探针检出限模拟图；
具体实施方式
下面结合实施例对本发明作进一步的说明，但并不作为对本发明限制的依据。
本发明的实施例
实施例1：基于七元瓜环检测L-苯丙氨酸的荧光探针的制备方法，步骤如下：
(1)将七元瓜环加水溶解，得浓度为1.0×10-4mol/L的溶液A；
(2)将盐酸小檗碱加水溶解，得浓度为1.0×10-3mol/L的溶液B；
(3)将溶液A与溶液B混合，混合液中七元瓜环与盐酸小檗碱的摩尔比为1:1，常温反应，即得荧光探针。
实施例2：基于七元瓜环检测L-苯丙氨酸的荧光探针的制备方法，步骤如下：
(1)将七元瓜环加水溶解，得浓度为1.0×10-4mol/L的溶液A；
(2)将盐酸小檗碱加水溶解，得浓度为1.0×10-3mol/L的溶液B；
(3)将溶液A与溶液B混合，混合液中七元瓜环与盐酸小檗碱的摩尔比为1:0.5，常温反应，即得荧光探针。
实施例3：基于七元瓜环检测L-苯丙氨酸的荧光探针的制备方法，步骤如下：
(1)将七元瓜环加水溶解，得浓度为1.0×10-4mol/L的溶液A；
(2)将盐酸小檗碱加水溶解，得浓度为1.0×10-3mol/L的溶液B；
(3)将溶液A与溶液B混合，混合液中七元瓜环与盐酸小檗碱的摩尔比为1:2，常温反应，即得荧光探针。
实施例4：检测L-苯丙氨酸的方法，步骤如下：
(1)将本发明的荧光探针加水稀释成浓度为2.0×10-5mol/L的探针标准溶液；
(2)将待测物加水溶解，并将待测物水溶液加入探针标准溶液中，静置10s后以固定激发波长350nm进行荧光发射光谱测定，并绘制激发出的该激光波长处的荧光强度的变化曲线，当加入所述待测物水溶液前后探针标准溶液在496.96nm下的荧光发射光谱强度降低，则表明待测物水溶液中含有L-苯丙氨酸，否则不含。
实施例5：检测L-苯丙氨酸的方法，步骤如下：
(1)将本发明的荧光探针加水稀释成浓度为2.0×10-5mol/L的探针标准溶液；
(2)将待测物加水溶解，并将待测物水溶液加入探针标准溶液中，静置5s后以固定激发波长350nm进行荧光发射光谱测定，并绘制激发出的该激光波长处的荧光强度的变化曲线，当加入所述待测物水溶液前后探针标准溶液在496.96nm下的荧光发射光谱强度降低，则表明待测物水溶液中含有L-苯丙氨酸，否则不含。
实施例6：检测L-苯丙氨酸的方法，步骤如下：
(1)将本发明的荧光探针加水稀释成浓度为2.0×10-5mol/L的探针标准溶液；
(2)将待测物加水溶解，并将待测物水溶液加入探针标准溶液中，静置20s后以固定激发波长350nm进行荧光发射光谱测定，并绘制激发出的该激光波长处的荧光强度的变化曲线，当加入所述待测物水溶液前后探针标准溶液在496.96nm下的荧光发射光谱强度降低，则表明待测物水溶液中含有L-苯丙氨酸，否则不含。
Claims (10)
1.一种基于七元瓜环检测L-苯丙氨酸的荧光探针，其特征在于：其分子式为C42H42N28O14@C20H18ClNO4，化学结构式如附图1。
2.根据权利要求1所述的基于七元瓜环检测L-苯丙氨酸的荧光探针，其特征在于：所述荧光探针是由七元瓜环和盐酸小檗碱制成。
3.根据权利要求2所述的基于七元瓜环检测L-苯丙氨酸的荧光探针，其特征在于，所述荧光探针的具体制备方法包括如下步骤：
(1)将七元瓜环加水溶解，得溶液A；
(2)将盐酸小檗碱加水溶解，得溶液B；
(3)将溶液A与溶液B混合，常温反应，即得荧光探针。
4.根据权利要求3所述的基于七元瓜环检测L-苯丙氨酸的荧光探针，其特征在于：步骤(1)所述溶液A的浓度为1.0×10-4mol/L。
5.根据权利要求3所述的基于七元瓜环检测L-苯丙氨酸的荧光探针，其特征在于：步骤(2)所述溶液B的浓度为1.0×10-3mol/L。
6.根据权利要求3所述的基于七元瓜环检测L-苯丙氨酸的荧光探针，其特征在于：步骤(2)所述溶液A和溶液B混合时，混合液中七元瓜环与盐酸小檗碱的摩尔比为1:0.5-2。
7.根据权利要求6所述的基于七元瓜环检测L-苯丙氨酸的荧光探针，其特征在于：所述混合液中七元瓜环与盐酸小檗碱的摩尔比为1:1。
8.一种利用权利要求1-7任一项所述的荧光探针检测L-苯丙氨酸的方法，其特征在于：是将所述荧光探针加水稀释，得探针标准溶液，然后向探针标准溶液中加入待测物水溶液，静置5-20s后以固定激发波长350nm进行荧光发射光谱测定，并绘制激发出的该激光波长处的荧光强度的变化曲线；根据变化曲线计算荧光探针溶液中加入待测物水溶液前后分别对应496.96nm下的荧光发射光谱强度变化，即可对L-苯丙氨酸进行检测。
9.根据权利要求8所述的荧光探针检测L-苯丙氨酸的方法，其特征在于：所述探针标准溶液的浓度为2.0×10-5mol/L。
10.根据权利要求8所述的荧光探针检测L-苯丙氨酸的方法，其特征在于：当加入所述待测物水溶液前后探针标准溶液在496.96nm下的荧光发射光谱强度降低，则表明待测物水溶液中含有L-苯丙氨酸，否则不含。
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910704326.5A CN110596056A (zh) | 2019-07-31 | 2019-07-31 | 基于七元瓜环检测l-苯丙氨酸的荧光探针及其检测方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910704326.5A CN110596056A (zh) | 2019-07-31 | 2019-07-31 | 基于七元瓜环检测l-苯丙氨酸的荧光探针及其检测方法 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN110596056A true CN110596056A (zh) | 2019-12-20 |
Family
ID=68853247
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201910704326.5A Pending CN110596056A (zh) | 2019-07-31 | 2019-07-31 | 基于七元瓜环检测l-苯丙氨酸的荧光探针及其检测方法 |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN110596056A (zh) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112362628A (zh) * | 2020-11-12 | 2021-02-12 | 贵州师范学院 | 一种用于检测l-色氨酸的荧光探针 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109232589A (zh) * | 2018-10-19 | 2019-01-18 | 贵州大学 | 一种荧光探针及其制备和应用 |
-
2019
- 2019-07-31 CN CN201910704326.5A patent/CN110596056A/zh active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109232589A (zh) * | 2018-10-19 | 2019-01-18 | 贵州大学 | 一种荧光探针及其制备和应用 |
Non-Patent Citations (3)
| Title |
|---|
| 丛航: "瓜环的主客体化学研究", 《中国优秀硕博士学位论文全文数据库 工程科技I辑》 * |
| 冯建霞: "葫芦[7]脲在药物分析中的应用", 《中国优秀硕士学位论文全文数据库 医药卫生科技辑》 * |
| 黄智文 等: "盐酸小檗碱与七、八元瓜环包合作用的光谱学研究及体外释药行为", 《福建医科大学学报》 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112362628A (zh) * | 2020-11-12 | 2021-02-12 | 贵州师范学院 | 一种用于检测l-色氨酸的荧光探针 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN109232589B (zh) | 一种荧光探针及其制备和应用 | |
| CN107014787B (zh) | 谷胱甘肽模板金纳米簇在检测半胱氨酸和赖氨酸中的应用 | |
| CN111687408A (zh) | 一种荧光铜纳米团簇、制备方法及其应用 | |
| CN110412000B (zh) | 基于十元瓜环检测l-色氨酸的荧光探针及其检测方法 | |
| Xu et al. | Smartphone-based on-site detection of hydrogen peroxide in milk by using a portable ratiometric fluorescent probe | |
| CN108645826A (zh) | 一种快速检测抗坏血酸的新方法 | |
| CN110411999B (zh) | 基于八元瓜环检测l-苯丙氨酸的荧光探针及其检测方法 | |
| CN110596056A (zh) | 基于七元瓜环检测l-苯丙氨酸的荧光探针及其检测方法 | |
| Yue et al. | Assay of femtogram level nitrite in human urine using luminol–myoglobin chemiluminescence | |
| CN110376172B (zh) | 一种l-苯丙氨酸的识别方法 | |
| EP0632133A4 (en) | METHOD AND COMPOSITION FOR DETECTING WITH HIGH SENSITIVITY D-3-HYDROXYBUTYRIC ACID OR DIACETIC ACID. | |
| CN109293651B (zh) | 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 | |
| CN101738372B (zh) | 液态卟啉阵列光学检测装置及其检测氨基酸的方法 | |
| CN112362628A (zh) | 一种用于检测l-色氨酸的荧光探针 | |
| CN1900718B (zh) | 高灵敏度检测微量白蛋白的化学发光方法及其装置 | |
| CN113416540B (zh) | 一种应用于检测药物性耳聋试剂的碳点及其制备方法 | |
| US5387527A (en) | Use of pH dependence for scatter correction in fluorescent methods | |
| CN110527506A (zh) | 一种用于检测苯丙氨酸的高选择性荧光探针及其应用 | |
| CN109913215B (zh) | 一种近紫外碳基荧光探针及其制备方法和应用 | |
| CN110887819B (zh) | 一种检测苯丙氨酸高选择性荧光探针的制备和应用 | |
| Zeng et al. | Determination of hydrogen peroxide residue in food using CdS quantum dots as fluorescence probes | |
| CN110698390A (zh) | 一种识别亚硫酸氢根的荧光探针及其制备方法和检测方法 | |
| Hollifield et al. | A phosphorimetric investigation of several sulfonamide drugs: a rapid direct procedure for the determination of drug levels in pooled human serum with specific application to sulfadiazine, sulfamethazine, sulfamerazine and sulfacetamide | |
| Steinhart | Determination of tryptophan in foods and feedstuffs with a kinetic method | |
| CN114437719B (zh) | 基于B-CQDs和CdTe-Eu3+的双发射比率荧光探针及其定量检测方法 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| RJ01 | Rejection of invention patent application after publication | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20191220 |