Correlation between structures of chiral polymers and their efficiency for chiral resolution by crystallization

Tali Menahem, Martin Pravda, Yitzhak Mastai

Research output: Contribution to journalArticlepeer-review

8 Scopus citations


In this work, we describe the correlation between chiral polymer structures, particularly α-helical and random coil conformations, and their efficiency as chiral resolving agents in crystallization processes. A set of chiral block copolymers based on polyethylene oxide with chiral glutamic acid oligopeptide segments (PEG113-b-(+)-(S)-Glu20) were synthesized and employed as additives in the crystallization of rac-threonine. CD spectroscopy demonstrates that structures of chiral polymers could be switched between a helical and a disordered random coil by pH. The effect of these polymers at different conformations on the crystallization kinetics, crystal morphology, and chiral resolution of rac-threonine is reported. Our study demonstrates that only chiral polymers with α-helical conformations of the chiral segment are effective as additives for chiral resolution throughout crystallization. Overall, our results provide useful guidelines for the selection and design of chiral polymer additives that will act efficiently for chiral resolution by crystallization.

Original languageEnglish
Pages (from-to)862-870
Number of pages9
Issue number9
StatePublished - Oct 2009


  • Chiral auxiliaries
  • Chiral polymers
  • Chiral resolution
  • Crystallization
  • Molecular recognition
  • Poly amino acids


Dive into the research topics of 'Correlation between structures of chiral polymers and their efficiency for chiral resolution by crystallization'. Together they form a unique fingerprint.

Cite this