TY - JOUR
T1 - Novel strategy for molecular imprinting of phenolic compounds utilizing disulfide templates
AU - Mukawa, Takashi
AU - Goto, Takeshi
AU - Nariai, Hiroyuki
AU - Aoki, Yuriko
AU - Imamura, Akira
AU - Takeuchi, Toshifumi
N1 - Funding Information:
The authors acknowledge the financial support from the Ministry of Education, Culture, Sports, Science and Technology, Japan. This work is also supported by a grant of the Research for the Future Program of JSPS.
PY - 2003/1/15
Y1 - 2003/1/15
N2 - 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.
AB - 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.
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U2 - 10.1016/S0731-7085(02)00538-1
DO - 10.1016/S0731-7085(02)00538-1
M3 - Article
C2 - 12485737
AN - SCOPUS:0037437681
SN - 0731-7085
VL - 30
SP - 1943
EP - 1947
JO - Journal of Pharmaceutical and Biomedical Analysis
JF - Journal of Pharmaceutical and Biomedical Analysis
IS - 6
ER -