ISSN:
0887-624X
Keywords:
Chemistry
;
Polymer and Materials Science
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
As a novel polymer adsorbent for optical resolution, cross-linked polystyrene gel incorporating poly(α-amino acids) was synthesized. The helicity of the incorporated poly(γ-benzyl L-glutamate) (PBLG) was demonstrated by Fourier-transform infrared spectroscopy. The immobilized PBLG (I) was converted to poly(L-glutamic acid) (II) and poly(N5-benzyl-L-glutamine) (III). The ability of I-III to resolve DL-mandelic acid was evaluated by liquid chromatography using toluene/dioxane as an eluent. Of the three resins, III resolves the recemate most effectively. In order to clarify the mechanism of chiral recognition, poly(N5-benzyl-D-glutamine) and poly(N4-benzyl-L-asparagine), with opposite helicity, was incorporated. In Contrast to III, these adsorbents demonstrated affinity for the L isomer. This result strongly indicates that the helical structure of the immobilized poly(α-amino acids) is essential for chiral recognition.
Additional Material:
6 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/pola.1987.080251005
