Gas-phase chiral separations by ion mobility spectrometry.
This article introduces the concept of chiral ion mobility spectrometry (CIMS) and presents examples demonstrating the gas-phase separation of enantiomers of a wide range of racemates including pharmaceuticals, amino acids, and carbohydrates. CIMS is similar to traditional ion mobility spectrometry, where gas-phase ions, when subjected to a potential gradient, are separated at atmospheric pressure due to differences in their shapes and sizes. In addition to size and shape, CIMS separates ions based on their stereospecific interaction with a chiral gas. In order to achieve chiral discrimination by CIMS, an asymmetric environment was provided by doping the drift gas with a volatile chiral reagent. In this study (S)-(+)-2-butanol was used as a chiral modifier to demonstrate enantiomeric separations of atenolol, serine, methionine, threonine, methyl alpha-glucopyranoside, glucose, penicillamine, valinol, phenylalanine, and tryptophan from their respective racemic mixtures.
Dwivedi
Prabha
P
Department of Chemistry and Center for Multiphase Environmental Research, Washington State University, Pullman, Washington 99164, USA.
Wu
Ching
C
Matz
Laura M
LM
Clowers
Brian H
BH
Siems
William F
WF
Hill
Herbert H
HH
D000596:Amino Acids / Q000737:chemistry / Q000302:isolation & purification*; D001274:Atmospheric Pressure; D000440:Butanols / Q000737:chemistry*; D002241:Carbohydrates / Q000737:chemistry / Q000302:isolation & purification*; D005740:Gases; D013058:Mass Spectrometry / Q000379:methods*; D004364:Pharmaceutical Preparations / Q000737:chemistry / Q000302:isolation & purification*; D013237:Stereoisomerism; D013997:Time Factors
D000596:Amino Acids; D000440:Butanols; D002241:Carbohydrates; D005740:Gases; D004364:Pharmaceutical Preparations; C043958:2-butanol