Chiral Polyurea with L-Lysinyl Residue Aimed for Optical Resolution

Makoto Hatanaka; Yuki Nishioka; Masakazu Yoshikawa

doi:10.6000/1929-6037.2013.02.02.1

Authors

Makoto Hatanaka Department of Biomolecular Engineering, Kyoto Institute of Technology, Matsugasaki, Kyoto 606-8585, Japan
Yuki Nishioka Department of Biomolecular Engineering, Kyoto Institute of Technology, Matsugasaki, Kyoto 606-8585, Japan
Masakazu Yoshikawa Department of Biomolecular Engineering, Kyoto Institute of Technology, Matsugasaki, Kyoto 606-8585, Japan

DOI:

https://doi.org/10.6000/1929-6037.2013.02.02.1

Keywords:

Chiral Separation, Membrane, Molecular Imprinting, Optical Resolution, Polyurea

Abstract

Novel polyurea was synthesized from lysinyl residue, L-lysine-4-nitroanilide (L-Lys-4-NA) and 1,4-phenylene diisocyanate (1,4-PDI). The polyurea thus prepared gave durable self-standing membranes. The polyurea was converted into molecular recognition materials by using Z-D-Glu or Z-L-Glu as a print molecule. The Z-D-Glu molecularly imprinted membrane adsorbed the D-isomer of Glu in preference to the corresponding L-isomer and vice versa. Even though the polyurea consisted of L-lysinyl residue, both Z-D-Glu and Z-L-Glu worked as print molecules to construct molecular (chiral) recognition sites in the membrane. Those two types of molecularly imprinted membrane show chiral separation abilities, adopting a concentration gradient or an applied potential difference as a driving force for membrane transport.

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