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‘Tailor-made’ Polymers for the Removal of Lamellar Twinning: Resolution of α-Amino Acids by Entrainment
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1999
Year
Crystal StructureMacromolecular ChemistryEngineeringMolecular BiologyPeptide ScienceChemistryα-Amino AcidsPolymersMacromolecular EngineeringPure EnantiomersStereoselective SynthesisCrystal FormationPolymer ChemistryLamellar TwinningBiopolymersAsymmetric CatalysisCrystallographyEnantioselective SynthesisBiomolecular EngineeringPrevents Lamellar TwinningNatural SciencesPolymer Scienceα-Amino Acid SaltsPolymer ReactionPolymer Synthesis
Pure enantiomers are frequently prepared by the technique of resolution by entrainment. However, this does not work if the samples are lamellarly twinned conglomerate crystals, which is often the case for α-amino acid salts, especially amphiphilic ones. A method based on the addition of chiral /6tailor-made′ enantioselective crystal nucleation inhibitors is presented that prevents lamellar twinning and allows resolution of hydrophobic racemic α-amino acids by kinetic crystallization. The role of the /6tailor-made′ additive is shown to provide evidence for the presence of structured clusters in supersaturated solutions.