CN110054586A - 一种稀土金属配合物凝胶的制备及其在检测组氨酸的应用 - Google Patents

一种稀土金属配合物凝胶的制备及其在检测组氨酸的应用 Download PDF

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CN110054586A
CN110054586A CN201910302751.1A CN201910302751A CN110054586A CN 110054586 A CN110054586 A CN 110054586A CN 201910302751 A CN201910302751 A CN 201910302751A CN 110054586 A CN110054586 A CN 110054586A
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林奇
樊彦青
王姣
魏太保
张有明
姚虹
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Abstract

本发明公开了一种稀土金属配合物凝胶的制备方法，是将4‑氨基吡啶功能化的均苯三甲酰亚胺超声分散于纯水中，制得水悬浮液；向水悬浮液中加入稀土金属化合物，加热至50~55℃，得到无色溶液，冷却至室温，得到白色稀土金属配合物水凝胶；将金属配合物水凝胶经干燥、得金属配合物干凝胶；粉粹即得金属配合物凝胶粉。在365nm UV‑LED灯内预置不同稀土金属配合物干凝胶或凝胶粉，LED灯发生出不同颜色的荧光，可用于制备彩色LED灯。在TP‑Eu、TP‑La中分别加入一系列氨基酸，只有组氨酸His的加入可使TP‑Eu、TP‑La的荧光增强因此其可用于检测组氨酸。

Description

一种稀土金属配合物凝胶的制备及其在检测组氨酸的应用
技术领域
本发明涉及一种金属配合物水凝胶的制备，尤其涉及一种稀土金属配合物水凝胶的制备；本发明同时涉及稀土金属配合物水凝胶应用：在荧光识别组氨酸中的应用及在光学方面的应用，属于材料构建和分子检测领域。
背景技术
稀土元素被誉为“工业的维生素”，具有无法取代的优异磁、光、电性能，对改善产品性能，增加产品品种，提高生产效率起到了巨大的作用。由于稀土作用大，用量少，已成为改进产品结构、提高科技含量、促进行业技术进步的重要元素，被广泛应用到了冶金、军事、石油化工、玻璃陶瓷、农业和新材料等领域。
发明内容
本发明的目的是提供一种稀土金属配合物凝胶的制备方法；
本发明的另一目的是提供上述稀土金属水凝胶的具体应用。
一、稀土金属配合物水凝胶的制备
将4-氨基吡啶功能化的均苯三甲酰亚胺（标记为TP）超声分散于纯水中，制得浓度为1~1.1 mg/mL的水悬浮液；向水悬浮液中加入稀土金属化合物，加热至50-55℃，得到无色溶液，冷却至室温，得到白色稀土金属配位的水凝胶，标记为TP-Ms。将金属配合物水凝胶经真空干燥后得金属离子配位的干凝胶粉末。4-氨基吡啶功能化的均苯三甲酰亚胺的结构式为：
4-氨基吡啶功能化的均苯三甲酰亚胺与稀土金属化合物的摩尔比为1:3~1:3.1。
稀土金属化合物为稀土金属Eu、La、Th 、Tb、Ce的硝酸盐，稀土金属配位物凝胶分别标记为TP-Eu、TP-La、TP-Th、TP-Tb、TP-Ce。
二、稀土金属配合物凝胶的荧光性能
1、TP-Ms的荧光性能
在365nm的紫外灯照射下，稀土金属离子配位的水凝胶的干凝胶发射出不同颜色的荧光。将365nm UV-LED灯分别插入预置了不同稀土金属配合物干凝胶的小试管中，打开电源后，上述LED灯器件发出多中颜色的荧光：TP-Eu发出红色荧光；TP-La发出白色荧光，TP-Th发出白色荧光；TP-Ce荧光猝灭；TP-Tb发出亮黄色荧光。因此，TP-Ms干凝胶粉末可用于多种颜色得LED灯器件。
2、TP-La、TP-Eu对于氨基酸的响应性能
在稀土金属配合物水凝胶TP-Eu中分别加入1倍当量的一系列氨基酸（Phe、Gln、Ile、Thr、Glu、Ala、Ser、Met、Val、Tyr、Ary、Asp、Pro、His、Leu、Gly、Cys），发现，只有当加入组氨酸His时，TP-Eu的荧光增强，并其颜色由淡蓝色转变为红色；而加入等当量的其他的氨基酸时，其荧光并没有增强，颜色也没有变化（见图1）。因此，超级金属水凝胶TP-Eu可用于单一选择性荧光识别组氨酸His。
在超级金属水凝胶TP-La中分别加入1倍当量的一系列氨基酸（Phe、Gln、Ile、Thr、Glu、Ala、Ser、Met、Val、Tyr、Ary、Asp、Pro、His、Leu、Gly、Cys），发现，只有当加入组氨酸His时，TP-La的荧光增强，而加入等当量的其他的氨基酸时，荧光并没有增强。因此，超级金属水凝胶TP-La可用于单一选择性荧光识别组氨酸His （见图2）。
3、抗干扰实验
在分别含有不同氨基酸（Phe、Gln、Ile、Thr、Glu、Ala、Ser、Met、Val、Tyr、Ary、Asp、Pro、His、Leu、Gly、Cys）的水凝胶中分别依次加入His时，上述含有不同氨基酸的TP-La和TP-Eu荧光增强（如图3、4所示）。通过TP-La和TP-Eu对组氨酸（His）检测的抗干扰实验，证明了其他可能共存的氨基酸对TP-La和TP-Eu检测组氨酸并没有干扰。因此，TP-La和TP-Eu可以高选择性检测的His。
4、TP-Eu、TP-La对组氨酸检测的灵敏度
图5为TP-Eu对组氨酸的荧光滴定图。通过荧光滴定实验可得，随着组氨酸在超级金属水凝胶TP-Eu中浓度的不断增加，可以发现其荧光强度不断增强，当组氨酸的当量为1.125时，其荧光强度达到平衡。通过3σ法得到超级金属水凝胶TP-Eu对组氨酸检测的检测限为1.88×10-9M，达到了超灵敏检测的水平。
图6为TP-La对组氨酸的荧光滴定图。通过荧光滴定实验可得，随着组氨酸在超级金属水凝胶TP-La中浓度的不断增加，可以发现其荧光强度不断增强，当组氨酸的当量为1.375时，其荧光强度达到平衡。通过3σ法得到超级金属水凝胶TP-La对组氨酸检测的检测限为1.79×10-9 M，达到了超灵敏检测的水平。
5、TP-Eu和TP-La对组氨酸检测的机理讨论
图7、图8分别为TP-Eu、TP-La的IR图。通过红外分析可得知，组氨酸的咪唑基上的C=N、羧基上的C=O和氨基上的N-H的伸缩振动吸收峰分别在1578 cm-1、1634 cm-1和3400 cm-1处。然而，通过将His加入到TP-Eu中，这些伸缩振动吸收峰分别红移到1606cm-1、1689 cm-1和3428 cm-1。类似地，在将His添加到TP-La中后，咪唑基上的C=N，羧基上的C=O和氨基上的NH的伸缩振动吸收峰分别红移到1613cm-1、1666cm-1和3414 cm-1处。这些结果表明，组氨酸His与TP-Eu、TP-La主要通过配位作用和氢键与C=N、C=O、N-H来实现对组氨酸的检测。这些配位和氢键相互作用也导致TP-Eu、TP-La与His之间的相应电荷转移，从而引起了TP-Eu和TP-La荧光的变化。
附图说明
图1为TP-Eu对不同的氨基酸响应的荧光光谱。
图2为TP-La对不同的氨基酸响应的荧光光谱。
图3为TP-Eu对不同的氨基酸响应的抗干扰实验图片。
图4为TP-La对不同的氨基酸响应的抗干扰实验图片。
图5为TP-Eu对组氨酸的荧光滴定图。
图6为TP-La对组氨酸的荧光滴定图。
图7为TP-Eu对组氨酸响应的IR图。
图8为TP-La对组氨酸响应的IR图。
图9为4-氨基吡啶功能化的均苯三甲酰亚胺的氢谱图。
具体实施方式
下面通过具体实施例对本发明稀土金属配合物凝胶的合成、及在荧光检测组氨酸的应用做进一步说明。
实施例一、稀土金属干凝胶的制备及应用
1、4-氨基吡啶功能化的均苯三甲酰亚胺的制备：取3.2 mmol 4-氨基吡啶（0.300g），溶解于15mL DMF溶液中，再取1mmol均苯三甲酰氯（0.264g）滴加到DMF溶液中，于室温下反应12~14h（过夜），再用DMF和水重结晶，得到0.422g 4-氨基吡啶功能化的均苯三甲酰亚胺，产率为97%。图9为4-氨基吡啶功能化的均苯三甲酰亚胺的氢谱图。
2、稀土金属干凝胶的制备：分别取5 mg 4-氨基吡啶功能化的均苯三甲酰亚胺，加入到1 ml的纯水中制得浓度5 mg/ml的水分散液，再向其中加入5 μL Tb3+、Eu3+、La3+、Ce3+、Th4+的硝酸水溶液（0.1 M），然后分别将混合物加热至50~55℃，得到无色溶液，再冷却上述溶液至室温得到水凝胶TP-Tb、TP-Eu、TP-La、TP-Ce、TP-Th，经干燥后，得到相应的干凝胶。
3、稀土金属配合物干凝胶的应用：将稀土金属TP-Eu、TP-La、TP-Th、TP-Ce，TP-Tb的干凝胶分别预置于365nm UV-LED灯内，通电后UV-LED分别发出多种颜色荧光：TP-Eu发出红色荧光；TP-La发出白色荧光，TP-Th发出白色荧光；TP-Ce荧光猝灭；TP-Tb发出亮黄色荧光。
实施例二、稀土金属配合物水凝胶TP-Eu的制备及应用
1、4-氨基吡啶功能化的均苯三甲酰亚胺的制备：同实施例1；
2、稀土金属配合物水凝胶TP-Eu的制备：取5 mg 4-氨基吡啶功能化的均苯三甲酰亚胺，加入到1 ml的纯水中制得浓度5mg/ml的水分散液，再向其中加入5 μL Eu3+的硝酸盐溶液（0.1M），然后将混合物加热至50-55℃，得到无色溶液，再冷却至室温，即得白色水凝胶TP-Eu。
3、稀土金属配合物水凝胶TP-Eu用于检测组氨酸
分别在金属水凝胶TP-Eu中加入一系列氨基酸（Phe、Gln、Ile、Thr、Glu、Ala、Ser、Met、Val、Tyr、Ary、Asp、Pro、His、Leu、Gly、Cys），若TP-Eu的荧光增强并且颜色由淡蓝色转变为红色，说明加入的是组氨酸His；若TP-Eu的荧光并没有增强，其颜色也没有变化说明加入的是其他氨基酸。
实施例二、稀土金属配合物水凝胶TP-Eu的制备及应用
1、4-氨基吡啶功能化的均苯三甲酰亚胺的制备：同实施例1；
2、稀土金属配合物水凝胶TP-La的制备：取5 mg 4-氨基吡啶功能化的均苯三甲酰亚胺，加入到1 ml的纯水中制得浓度5mg/ml的水分散液，再向其中加入5 μL La 3+的硝酸盐溶液（0.1M），然后将混合物加热至50-55℃，得到无色溶液，再冷却至室温，即得白色水凝胶TP-La。
3、稀土金属配合物水凝胶TP-La用于检测组氨酸
分别在金属水凝胶TP-La中加入一系列氨基酸（Phe、Gln、Ile、Thr、Glu、Ala、Ser、Met、Val、Tyr、Ary、Asp、Pro、His、Leu、Gly、Cys），若TP-La的荧光增强，说明加入的是组氨酸His；若TP-Eu的荧光并没有增强，说明加入的是其他氨基酸。

Claims (7)

1.一种稀土金属配合物凝胶的制备方法，是将4-氨基吡啶功能化的均苯三甲酰亚胺超声分散于纯水中，制得浓度为1.0~1.2 mg/mL的水悬浮液；向水悬浮液中加入稀土金属化合物，加热至50~55℃，得到无色溶液，冷却至室温，得到白色稀土金属配合物水凝胶；将金属配合物水凝胶经真空干燥，得金属配合物干凝胶粉末；所述4-氨基吡啶功能化的均苯三甲酰亚胺的结构式为：
。
2.如权利要求1所述一种稀土金属配合物凝胶的制备方法，其特征在于：4-氨基吡啶功能化的均苯三甲酰亚胺与稀土金属化合物的摩尔比为1:3~1:3.1。
3.如权利要求1或2所述一种稀土金属配合物凝胶的制备方法，其特征在于：稀土金属为Eu、La、Th、Tb、Ce的硝酸盐，所得稀土金属水凝胶标记为TP-Eu、TP-La、TP-Th、TP-Tb、TP-Ce。
4.如权利要求1所述方法制备的稀土金属配合物凝胶用于制备彩色LED灯。
5.如权利要求4所述方法制备的稀土金属配合物凝胶用于制备彩色LED灯，其特征在于：在365nm UV-LED灯内预置不同稀土金属配合物干凝胶或凝胶粉，LED灯发出不同颜色的荧光。
6.如权利要求1所述方法制备的稀土金属配合物凝胶用于荧光检测组氨酸。
7.如权利要求1所述方法制备的稀土金属配合物凝胶用于荧光检测组氨酸，其特征在于：在TP-Eu中分别加入一系列氨基酸Phe、Gln、Ile、Thr、Glu、Ala、Ser、Met、Val、Tyr、Ary、Asp、Pro、His、Leu、Gly、Cys，只有组氨酸His的加入可使TP-Eu的荧光增强，且其荧光由淡蓝色转变为红色。
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