Fabrication of Molecular Recognition Sensor based on Molecular Imprinting-Chemiluminescence Detection

基于分子印迹-化学发光检测的分子识别传感器的制作

• 批准号: 16550081
• 负责人: YAMADA Masaaki
• 金额: $ 2.5万
• 依托单位: Tokyo Metropolitan University
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for Scientific Research (C)
• 财政年份: 2004
• 资助国家: 日本
• 起止时间: 2004 至 2006
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/en/grant/KAKENHI-PROJECT-16550081/
• 关键词: Chemiluminescence; Molecular recognition; Molecular imprinting; Sensor element; Endocrine disrupting chemicals; Environmental analysis; Hazardous chemicals; Optical isomers; センサー素

The diethylstilbestrol(DES) and luminol CL systems were applied to the determination of the endocrine disrupting chemicals (EDCs) such as estrogens and phthalate esters(PEs) using DES and luminol, respectively, as probe molecules. The EDCs are suspected to affect the endocrine system by the binding to estrogen receptor. Instead of the receptor, we employed the synthetic receptor obtained by molecular imprinting, which was a technique to prepare the molecularly imprinted polymer(MIP).The estrogens such as 17 β-estradiol, estron and estriol were determined by the ability of the estrogens to displace DES from the MIP. The conversion of DES to a fluorescent compound by UV irradiation and then the employment of another CL system in place of the DES CL system made more sensitive determination of DES at 10^9〜10^6 M levels. Thus 17 β-estradiol as low as 10^7M was recognized and determined by the MIP. The method is expected to determine estrogens in river water.The extent of the recognition of PEs by the MIP was dependent strongly on the molecular structure of the PEs. For this reason, the PEs were hydrolyzed to phthalic acid, which was determined by the ability of the phthalic acid to displace luminol from MIP. Thus total PEs as low as 10^8M levels were determined with no dependence of the kinds of PEs. The method was successfully applied to the determination of diethylphthalate at 10^7M levels in river water.Moreover, the CL detection system for L-tryptophan was developed using a three-dimensional complex (4-vinylpyridine/Cu/L-Trp) as a probe molecule by the same method. L-Trp was recognized by the specific binding to the recognition site X(4-vinylpyridine/Cu/X) in the corresponding MIP and then determined by the luminous oxidation with hydrogen peroxide. The recognition between the D- and L-Trp was improved by the use of 1-vinylimidazol in place of 4-vinylpyridine as a functional monomer.

用己烯雌酚(DES)和鲁米诺CL体系分别以己烯雌酚(DES)和鲁米诺为探针分子测定雌激素和邻苯二甲酸酯类内分泌干扰物(EDCs)。内分泌细胞可能通过与雌激素受体结合而影响内分泌系统。我们用分子印迹合成的受体来代替受体，这是一种制备分子印迹聚合物的技术。17β-雌二醇、雌三醇和雌三醇等雌激素是根据雌激素从分子印迹聚合物中取代DES的能力来确定的。用紫外光将DES转化为荧光化合物，然后用另一种化学发光体系取代DES化学发光体系，使DES在10 9~10 6M能级范围内的测定更加灵敏。因此，17β-雌二醇低至10^7M即可被识别和测定。该方法有望测定河水中的雌激素。分子印迹聚合物对PES的识别程度强烈依赖于PES的分子结构。为此，PES被水解成邻苯二甲酸，这是由邻苯二甲酸从MIP中取代鲁米诺的能力决定的。因此，在不依赖于PE种类的情况下，测定了低至10^8M的PES总量。该方法已成功应用于河水中邻苯二甲酸二乙酯的测定，并以4-乙烯基吡啶/铜/L-色氨酸三维络合物为探针分子，建立了L-色氨酸的化学发光检测体系。L-色氨酸通过与分子印迹聚合物中的识别位点X(4-乙烯基吡啶/铜/X)的特异性结合而被识别，然后用过氧化氢发光氧化测定。用1-乙烯基咪唑取代4-乙烯基吡啶作为功能单体，提高了D-色氨酸和L-色氨酸之间的识别能力。

项目成果

塩化オクチルトリメチルアンモニウム-ドデカン酸ナトリウム配合ベシクル溶液中でのルシゲニン化学発光を利用するスーパーオキシドの特異的検出

使用光泽精化学发光法特异性检测辛基三甲基氯化铵-十二酸钠囊泡溶液中的超氧化物

• 发表时间: 2007
• 期刊: 分析化学 印刷中
• 作者: 針生泰史;木村直也;大野賢一;山田正昭
• 通讯作者: 山田正昭

フタル酸インプリントポリマーを用いた全フタル酸エステルのルミノール化学発光計測

使用邻苯二甲酸酯印迹聚合物鲁米诺化学发光法测量总邻苯二甲酸酯

• 发表时间: 2006
• 期刊: 日本分析化学会第55年会講演要旨集
• 作者: 内川圭太;大野賢一;山田正昭
• 通讯作者: 山田正昭

Preparation of Molecular Imprinting Polymer for Recognizing Diethylstilbestrol and Its Application to Chemiluminescent Determination of Phenols

己烯雌酚识别分子印迹聚合物的制备及其在化学发光测定酚类中的应用

• 发表时间: 2005
• 期刊: Proceeding of the 66th Symposium of Japan Society of Analytical Chemistry
• 作者: 内川圭太;大野賢一;山田正昭;Kazutaka Kasuga
• 通讯作者: Kazutaka Kasuga

Specific Detection of Superoxide Ion Using Lucigenin Chemiluminescence in Mixed Vesicles Formed from Aqueous Mixtures of Octyltrimethylammonium Chloride and Sodium Dodecanoate

使用光泽精化学发光对辛基三甲基氯化铵和十二酸钠的水混合物形成的混合囊泡中的超氧离子进行特异性检测

• 发表时间: 2007
• 期刊: Bunseki Kagaku (in print)
• 作者: 針生泰史;木村直也;大野賢一;山田正昭;Yasushi Haryu
• 通讯作者: Yasushi Haryu

分子鋳型を用いるジエチルスチルベストロール認識ホリマーの作製とフェノール類の化学発光計測への応用

分子模板制备己烯雌酚识别聚合物及其在酚类化学发光测量中的应用

• 发表时间: 2005
• 期刊: 第66回分析化学討論会(日本分析化学会)講演要旨集
• 作者: 春日一孝;大野賢一;山田正昭
• 通讯作者: 山田正昭