Novel strategy for molecular imprinting of phenolic compounds utilizing disulfide templates

Takashi Mukawa, Takeshi Goto, Hiroyuki Nariai, Yuriko Aoki, Akira Imamura, Toshifumi Takeuchi

Research output: Contribution to journalArticle

26 Citations (Scopus)

Abstract

A molecularly imprinted polymer was synthesized by using allyl phenyl disulfide as a template. The mixture of allyl phenyl disulfide, divinylbenzene, and 2,2′-azobis(isobutyronitrile) in chloroform was polymerized by UV irradiation for 24 h at 5°C and further 3 h at 80°C. The disulfide bonds of the resulting polymer were reductively cleaved by NaBH4 in methanol to give thiol groups in the binding sites. The polymer selectively recognized phenol rather than thiophenol. In chromatographic study using polymer-packed columns, the retention factor of the IP for phenol was 5.60 and that of a reference polymer was 4.20. The higher retention for phenol was supported by ab initio calculation.

Original languageEnglish
Pages (from-to)1943-1947
Number of pages5
JournalJournal of Pharmaceutical and Biomedical Analysis
Volume30
Issue number6
DOIs
Publication statusPublished - Jan 15 2003
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Analytical Chemistry
  • Pharmaceutical Science
  • Drug Discovery
  • Spectroscopy
  • Clinical Biochemistry

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