A Study on Designed Hapten Aimed at Anti-ciguatoxin Monoclonal Antibody

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The ABC-ring fragment of ciguatoxin was synthesized as a C2 epimeric mixture (1 : 1 ). The mixture, which was designed as a possible hapten for preparing an anti-ciguatoxin monoclonal antibody, was conjugated with a carrier protein (KLH) and then used for immunization of mice. The three monoclonal antibodies (mAbs) obtained have shown an appreciable reactivity to the hapten. Each mAb discriminated configuration of the C2 hydroxy group of the ABC-ring fragment. The mAb which showed reactivity to the 2S-fragment was cross-reacted with ciguatoxin. Furthermore, new and efficient synthetic methods utilizing olefin methathesis were developed and several designed haptens have been prepared and conjugated with KLH and BSA, which have been used for immunization of mice.