Chiral differentiation of d- and l-alanine by permethylated β-cyclodextrin: IRMPD spectroscopy and DFT methods. Issue 22 (25th May 2017)

• Record Type: Journal Article
• Authors: Lee, Sung-Sik; Park, Soojin; Hong, Yin; Lee, Jae-ung; Kim, Jun-Hyeok; Yoon, Dongkyung; Kong, Xianglei; Lee, Sungyul; Oh, Han Bin
• Is Part Of: Physical chemistry chemical physics. Volume 19:Issue 22(2017)
• Page Start: 14729
• Page End: 14737
• Publication Date: 2017-05-25
• Subjects: Chemistry, Physical and theoretical -- Periodicals; 541.3
• DOI: 10.1039/c7cp01085k
• Languages: English
• ISSNs: 1463-9076

Abstract

Abstract : Study of the gaseous chiral differentiation of alanine by permethylated β-cyclodextrin using IRMPD spectroscopy and density functional theory calculations. Abstract : The gaseous chiral differentiation of alanine by permethylated β-cyclodextrin was studied using IRMPD spectroscopy and density functional theory calculations. The protonated non-covalent complexes of permethylated β-cyclodextrin andd - orl -alanine were mass-selected and investigated by IR laser pulses in the wavelength region of 2650–3800 cm −1 . The remarkably different features of the IRMPD spectra ford - andl -alanine are described, and their origin is elucidated by quantum chemical calculations. We show that the differentiation of the experimentally observed spectral features is the result of different local interactions ofd - andl -alanine with permethylated β-cyclodextrin. We also assign the extremely high-frequency (>3700 cm −1 ) bands in the observed spectra to the stretch motions of completely isolated alanine –OH groups.