title: Triacetone triperoxide (TATP): hapten design and development of antibodies.
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.
authors.affiliation: BAM Federal Institute for Materials Research and Testing, Richard-Willstätter-Strasse 11, D-12489 Berlin, Germany.
authors.forename: Maria Astrid
authors.initials: MA
authors.lastname: Walter
authors.forename: Dietmar
authors.initials: D
authors.lastname: Pfeifer
authors.forename: Werner
authors.initials: W
authors.lastname: Kraus
authors.forename: Franziska
authors.initials: F
authors.lastname: Emmerling
authors.forename: Rudolf J
authors.initials: RJ
authors.lastname: Schneider
authors.forename: Ulrich
authors.initials: U
authors.lastname: Panne
authors.forename: Michael G
authors.initials: MG
authors.lastname: Weller
mesh_terms: D000818:Animals; D000917:Antibody Formation; D004797:Enzyme-Linked Immunosorbent Assay; D006241:Haptens / Q000737:chemistry*; D006573:Heterocyclic Compounds, 1-Ring / Q000737:chemistry*; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy; D051379:Mice; D008958:Models, Molecular; D010545:Peroxides / Q000737:chemistry*; D014961:X-Ray Diffraction
chemical_list: D006241:Haptens; D006573:Heterocyclic Compounds, 1-Ring; D010545:Peroxides; C495284:triacetone triperoxide