Large nonlinear effect observed in the enantiomeric excess of proline in solution and that in the solid state

Yujiro Hayashi, Masayoshi Matsuzawa, Junichiro Yamaguchi, Sayaka Yonehara, Yasunobu Matsumoto, Mitsuru Shoji, Daisuke Hashizume, Hiroyuki Koshino

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(Chemical Equation Presented) A clue to the origin of chirality? A solution of proline with high enantiomeric excess (85-99% ee) was obtained from solid proline of only 10% ee through novel dissolution and crystallization processes (see scheme). This observation may be an explanation for the origin of chirality on Earth.

Original languageEnglish
Pages (from-to)4593-4597
Number of pages5
JournalAngewandte Chemie - International Edition
Issue number28
Publication statusPublished - 2006 Jul 10
Externally publishedYes



  • Amino acids
  • Asymmetric catalysis
  • Carbohydrates
  • Chirality
  • Proline

ASJC Scopus subject areas

  • Chemistry(all)

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