Solid-state vibrational circular dichroism studies of L- and D-serine

Izuru Kawamura; Hisako Sato

doi:10.1016/j.ab.2019.05.016

Solid-state vibrational circular dichroism studies of L- and D-serine

Anal Biochem. 2019 Sep 1:580:14-20. doi: 10.1016/j.ab.2019.05.016. Epub 2019 May 30.

Authors

Izuru Kawamura¹, Hisako Sato²

Affiliations

¹ Graduate School of Engineering, Yokohama National University, 240-8501, Yokohama, Japan. Electronic address: izuruk@ynu.ac.jp.
² (b)Graduate School of Science and Engineering, Ehime University, 790-8577, Matsuyama, Japan. Electronic address: sato.hisako.my@ehime-u.ac.jp.

PMID: 31153871
DOI: 10.1016/j.ab.2019.05.016

Abstract

d-Serine is considered a key endogenous substance involved in several enzymatic reactions in the human body. In this study, solid-state vibrational circular dichroism (VCD) measurements of enantiomeric serine were performed for spectroscopic distinction between d- and l-serine. The mirror-image VCD signals of the isomers in the KBr pellets were observed in the mid-infrared range of 1800-1250 cm^-1. The calculated infrared (IR) and VCD spectra for the optimized serine structures were in good agreement with the corresponding observed spectra. In addition, the chemical shift values estimated from the shielding constants of the optimized structure of serine corresponded with the observed values in ¹³C and ¹⁵N solid-state nuclear magnetic resonance spectra, supporting the VCD assignments. Our results suggest the need for further study of VCD to develop a sensitive and high-resolution spectroscopic technique for the detection of d-amino acids.

Keywords: Density functional theory; Solid-state nuclear magnetic resonance; Vibrational circular dichroism; d-serine.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Circular Dichroism / methods*
Serine / chemistry*
Stereoisomerism

Substances

Serine