Antimony(III)-D, L-Tartrates Exhibit Proton-Assisted Enantioselective Binding in Solution and in the Gas Phase

作者：Wijeratne Aruna B; Spencer Sandra E; Gracia Jose; Armstrong Daniel W; Schug Kevin A^*

来源：Journal of the American Society for Mass Spectrometry, 2009, 20(11): 2100-2105.

DOI：10.1016/j.jasms.2009.07.011

The negative ion mode ESI mass spectral analysis of antimony(III)-D- and -L-tartrate ("tartar emetic"), in association with leucine enantiomeric isotopomers, revealed remarkable proton-assisted enantioselective molecular recognition phenomena. The current study infers that recognition of amino acids by antimony(III)-D,L-tartrate complexes requires that the chiral selector associate a proton to become enantioselective. The dianionic selector itself failed to show enantiomeric discrimination capacity. This observation was shown to be consistent both in solution-phase targeting full scan and gas-phase targeting collision threshold dissociation (CTD) experiments. Importantly, this disparity in enantioselective binding capacity between the dianionic and the protonated monoanionic representatives of antimony(III)-D- and -L-tartrates could only be clearly revealed by EST-MS and tandem mass spectrometry experiments as described herein. This finding urges a more in-depth study of mechanisms associated with exhibited enantiomeric resolving capacity of antimony tartrates in HPLC and CE applications, as well as in former ESI-MS association studies. (J Am Soc Mass Spectrom 2009, 20, 2100-21.

• 出版日期2009-11