Simple and effective 3D recognition of domoic acid using a molecularly imprinted polymer

Koji Nemoto, Takuya Kubo, Makoto Nomachi, Tomoharu Sano, Takatoshi Matsumoto, Ken Hosoya, Tetsutaro Hattori, Kunimitsu Kaya

Research output: Contribution to journalArticlepeer-review

42 Citations (Scopus)

Abstract

We have developed a simple and effective molecular imprinting technique to target compounds with flexible structure. Domoic acid (DA), an amnesic shellfish poison, was used as the target compound while many acidic compounds (mono-, di-, and tricarboxylic acids) were used as template molecules for molecularly imprinted polymers (MIPs). Evaluation of selective recognition abilities using liquid chromatography revealed that the highest selective recognition ability for DA was found when pentane-1,3,5-tricarboxylic acid (1,3,5-PeTA) was used as the template. Computer modeling studies of the DA structure suggested that the observed selective recognition depended on the structural changes in DA at the recognition site of the MIPs as well as spatial distance between the COOH groups in DA and 1,3,5-PeTA. Using the 1,3,5-PeTA-MIP, we could easily purify DA from blue mussel extracts by solid-phase extraction.

Original languageEnglish
Pages (from-to)13626-13632
Number of pages7
JournalJournal of the American Chemical Society
Volume129
Issue number44
DOIs
Publication statusPublished - 2007 Nov 7

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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