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

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

102 Citations (Scopus)

Abstract

(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
Volume45
Issue number28
DOIs
Publication statusPublished - 2006 Jul 10
Externally publishedYes

Keywords

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

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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