Achiral amino acid glycine acts as an origin of homochirality in asymmetric autocatalysis

Arimasa Matsumoto, Hanae Ozaki, Sumeru Tsuchiya, Toru Asahi, Meir Lahav, Tsuneomi Kawasaki, Kenso Soai*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

8 Citations (Scopus)

Abstract

Chiral crystals of the only achiral proteinogenic α-amino acid, glycine induced the asymmetric autocatalysis with amplification of enantiomeric excess (ee). The P31 crystals of γ-glycine, which display positive Cotton effect (CD) at around 215 nm, mediate the asymmetric autocatalysis to yield (R)-pyrimidyl alkanol with high ee. In contrast, the enantiomorphic P32 crystals, which display negative Cotton effect, afford (S)-alkanol after the significant amplification of ee by asymmetric autocatalysis.

Original languageEnglish
Pages (from-to)4200-4203
Number of pages4
JournalOrganic and Biomolecular Chemistry
Volume17
Issue number17
DOIs
Publication statusPublished - 2019

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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