Title of article :
Chiral separation of racemic amino acids with novel polyamides having N-α-acetyl-l-glutamyl residue as a diacid component
Author/Authors :
Nakagawa، نويسنده , , Maiko and Ikeuchi، نويسنده , , Yoshimi and Yoshikawa، نويسنده , , Masakazu، نويسنده ,
Issue Information :
دوهفته نامه با شماره پیاپی سال 2008
Pages :
8
From page :
4612
To page :
4619
Abstract :
Novel polyamides with asymmetric carbons in their main chains were obtained from aromatic diamines, 4,4′-diaminodiphenylmethane (DADPM) or 1,3-phenylenediamine (1,3-PDA), and N-α-protected l-glutamic acid, N-α-acetyl-l-glutamic acid (Ac-l-Glu-OH). Newly prepared polyamides showed optical rotation, implying that optically active polyamides were successfully obtained in the present study. These two types of chiral polyamides showed chiral recognition ability, which was studied by surface plasmon resonance (SPR) spectroscopy; they recognized d-glutamic acid in preference to the corresponding l-isomer. The adsorption selectivity was determined to be 1.66 for 1,3-PDA-Ac-l-Glu and 1.49 for DADPM–Ac-l-Glu. Enantioselective electrodialysis was studied adopting racemic N-α-acetyl-tryptophan (Ac-Trp) mixtures as model pairs of enantiomers. The membranes selectively transported Ac-d-Trp. Permselectivity toward the d-isomer reached 2.03.
Keywords :
Chiral polyamides , Chiral recognition , Optical resolution
Journal title :
Polymer
Serial Year :
2008
Journal title :
Polymer
Record number :
1732135
Link To Document :
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