TITLE:
Chiral Polyamides Having L-Glutamyl Residue as a Component
AUTHORS:
Yoshimi Ikeuchi, Masakazu Yoshikawa, Hidekazu Yoshida, Hiroki Yamanishi, Shinichi Sakurai
KEYWORDS:
Adsorption Selectivity; Chiral Polyamide; Glutamyl Residue; Polyamide; Surface Plasmon Resonance (SPR) Spectroscopy
JOURNAL NAME:
Open Journal of Polymer Chemistry,
Vol.2 No.4,
November
30,
2012
ABSTRACT: Polyamides with chiral environment were obtained from aromatic diamine, 1,3-phenylenediamine (1,3-PDA) or 1,4- phenylenediamine (1,4-PDA), and N-α-benzoyl-L-glutamic acid (Benzoyl-L-Glu). The optical rotation ([α]D) for 1,3- PDA-Benzoyl-L-Glu was determined to be 3.7 deg cm2 g–1, while that for 1,4-PDA-Benzoyl-L-Glu to be 9.7 deg cm2 g–1. 1,3-PDA-Benzoyl-L-Glu showed adsorption selectivity toward D-Glu and its adsorption selectivity was determined to be 1.68. Contrary to this, 1,4-PDA-Benzoyl-L-Glu showed adsorption selectivity toward L-Glu and the adsorption selectivity toward L-Glu was determined to be 1.33. From those results, those two types of chiral polyamide are expected to applicable to chiral separation or chiral recognition.