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三丙酮三过氧化物(TATP):半抗原设计和抗体开发。

Triacetone triperoxide (TATP): hapten design and development of antibodies.

机构信息

BAM Federal Institute for Materials Research and Testing, Richard-Willstätter-Strasse 11, D-12489 Berlin, Germany.

出版信息

Langmuir. 2010 Oct 5;26(19):15418-23. doi: 10.1021/la1018339.

DOI:10.1021/la1018339
PMID:20815355
Abstract

Triacetone triperoxide (TATP), an improvised explosive, is a potential security threat because of its cost-efficient synthesis and the difficulty in detecting it. A highly selective antibody could provide the necessary specificity to the detection process. To obtain antibodies, a hapten made from acetone, hydrogen peroxide, and 7-oxooctanoic acid has been designed, synthesized, and confirmed by NMR that displays the utmost similarity to the analyte. The single-crystal X-ray structures of the solvated species TATP·methanol (1:1) and the TATP derivate were determined. In both compounds, the molecules exhibit D(3) symmetry and adopt a twisted boat-chair conformation. The hapten was coupled to bovine serum albumin, and mice were immunized. An immune response against TATP was elicited, and selective antibodies were detected in the mouse serum, which should be very useful for the development of a TATP biosensor system. An ELISA with a limit of detection for TATP of 65 μg L(-1) is shown.

摘要

三丙酮三过氧化物(TATP)是一种简易爆炸物,由于其合成成本效益高且难以检测,因此存在潜在的安全威胁。高度选择性的抗体可为检测过程提供必要的特异性。为了获得抗体,已经设计、合成了一种由丙酮、过氧化氢和 7-氧代辛酸制成的半抗原,并通过 NMR 确认其与分析物具有最大的相似性。确定了溶剂化物质 TATP·甲醇(1:1)和 TATP 衍生物的单晶 X 射线结构。在这两种化合物中,分子均呈现 D(3)对称性,并采用扭曲的船椅构象。半抗原与牛血清白蛋白偶联,并用小鼠进行免疫。在小鼠血清中引发了针对 TATP 的免疫反应,并检测到了选择性抗体,这对于开发 TATP 生物传感器系统非常有用。显示了 TATP 的检测限为 65μg/L(-1) 的 ELISA。

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