Accurate measurement of the optical activity of alanine crystals and the determination of their absolute chirality

Kazuhiko Ishikawa, Yukana Terasawa, Masahito Tanaka, Toru Asahi

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

Wavelength dependence measurements of the chiroptical properties in alanine crystals have so far been unsuccessful using conventional spectroscopic techniques. We describe our attempts to measure the wavelength dependence of the optical activity in L- and D-alanine crystals along each crystallographic axis, and to determine the absolute chirality of alanine crystals by correlating the absolute structure to the optical activity using an x-ray diffractometer and a generalized high accuracy universal polarimeter. We have succeeded in accurately measuring the optical rotatory dispersion in the <010> direction, which shows that the optical rotation of the D-alanine crystal is dextrorotatory and that of the L-alanine crystal is laevorotatory, thereby determining the absolute chirality. Furthermore, comparison with the optical activity in solution shows that the optical activity in alanine crystals is different not only in value, but also in the sign. These results have led us to conclude that the optical rotatory power in the crystalline state should not be simply the summation of molecular optical rotatory power values. We propose the necessity of a theory, which contains the contribution of molecular interactions within the crystal, in order to calculate the optical rotatory power of the crystalline state.

Original languageEnglish
Pages (from-to)257-266
Number of pages10
JournalJournal of Physics and Chemistry of Solids
Volume104
DOIs
Publication statusPublished - 2017 May 1

Fingerprint

Chirality
optical activity
alanine
chirality
Alanine
Crystals
crystals
Optical rotation
Crystalline materials
Wavelength
Polarimeters
Molecular interactions
Diffractometers
polarimeters
molecular interactions
diffractometers
wavelengths
X rays

Keywords

  • Absolute structure
  • Circular birefringence
  • High accuracy universal polarimeter
  • Linear birefringence
  • Optical activity

ASJC Scopus subject areas

  • Chemistry(all)
  • Materials Science(all)
  • Condensed Matter Physics

Cite this

Accurate measurement of the optical activity of alanine crystals and the determination of their absolute chirality. / Ishikawa, Kazuhiko; Terasawa, Yukana; Tanaka, Masahito; Asahi, Toru.

In: Journal of Physics and Chemistry of Solids, Vol. 104, 01.05.2017, p. 257-266.

Research output: Contribution to journalArticle

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