Distinguishing enantiomeric amino acids with chiral cyclodextrin adducts and structures for lossless ion manipulations

Electrophoresis
Gabe NagyRichard D Smith

Abstract

Enantiomeric molecular evaluations remain an enormous challenge for current analytical techniques. To date, derivatization strategies and long separation times are generally required in these studies, and the development and implementation of new approaches are needed to increase speed and distinguish currently unresolvable compounds. Herein, we describe a method using chiral cyclodextrin adducts and structures for lossless ion manipulations (SLIM) and serpentine ultralong path with extended routing (SUPER) ion mobility (IM) to achieve rapid, high resolution separations of d and l enantiomeric amino acids. In the analyses, a chiral cyclodextrin is added to each sample. Two cyclodextrins were found to complex each amino acid molecule (i.e. potentially sandwiching the amino acid in their cavities) and forming host-guest noncovalent complexes that were distinct for each d and l amino acid pair studied and thus separable with IM in SLIM devices. The SLIM was also used to accumulate much larger ion populations than previously feasible for evaluation and therefore allow enantiomeric measurements of higher sensitivity, with gains in resolution from our ultralong path separation capabilities, than previously reported by any other IM-ba...Continue Reading

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Citations

Jul 17, 2020·Amino Acids·Giacomo CarenziLoredano Pollegioni
Sep 10, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Jae-Ung LeeHan Bin Oh
Mar 9, 2021·Frontiers in Chemistry·Wanjia XuJunqiu Liu
Aug 25, 2020·Trends in Analytical Chemistry : TRAC·Sandilya V B GarimellaRichard D Smith
Sep 8, 2019·Journal of the American Society for Mass Spectrometry·James N Dodds, Erin S Baker
Nov 1, 2020·Journal of the American Society for Mass Spectrometry·Christopher R ConantYehia M Ibrahim
Dec 23, 2021·Journal of the American Society for Mass Spectrometry·Diana C VelosaChristopher D Chouinard

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