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Glycine is the simplest achiral amino acid that undergoes spontaneous mirror symmetry breaking when it crystallizes in its chiral γ-polymorphic modification. As a result of Ostwald ripening, its racemic mixture stochastically becomes optically active. The sense of the resulting handedness can be controlled by addition of one enantiomer of a simple chiral amino acid, the alanine.

Graphical abstract: Attrition-induced spontaneous chiral amplification of the γ polymorphic modification of glycine

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