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质子化对映纯氨基酸与手性靶气体的低能碰撞。

Low-Energy Collisions of Protonated Enantiopure Amino Acids with Chiral Target Gases.

机构信息

Department of Physics, Stockholm University, SE-10691, Stockholm, Sweden.

SCA R&D Centre, Sidsjövägen 2, SE-85121, Sundsvall, Sweden.

出版信息

J Am Soc Mass Spectrom. 2017 Dec;28(12):2686-2691. doi: 10.1007/s13361-017-1796-7. Epub 2017 Sep 21.

DOI:10.1007/s13361-017-1796-7
PMID:28936701
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5707228/
Abstract

Here we report on the gas-phase interactions between protonated enantiopure amino acids (L- and D-enantiomers of Met, Phe, and Trp) and chiral target gases [(R)- and (S)-2-butanol, and (S)-1-phenylethanol] in 0.1-10.0 eV low-energy collisions. Two major processes are seen to occur over this collision energy regime, collision-induced dissociation and ion-molecule complex formation. Both processes were found to be independent of the stereo-chemical composition of the interacting ions and targets. These data shed light on the currently debated mechanisms of gas-phase chiral selectivity by demonstrating the inapplicability of the three-point model to these interactions, at least under single collision conditions. Graphical Abstract.

摘要

在这里,我们报告了在 0.1-10.0 eV 低能碰撞中,质子化的对映纯氨基酸(Met、Phe 和 Trp 的 L-和 D-对映体)与手性靶气体[(R)-和(S)-2-丁醇和(S)-1-苯乙醇]之间的气相相互作用。在这个碰撞能区观察到两种主要的过程,即碰撞诱导解离和离子-分子复合物形成。这两种过程都被发现与相互作用的离子和靶标在立体化学组成上无关。这些数据通过证明三点模型不适用于这些相互作用,至少在单次碰撞条件下,揭示了气相手性选择性的当前有争议的机制,为这些数据提供了依据。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1cf2/5707228/96cc559a5dbc/13361_2017_1796_Fig4_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1cf2/5707228/4ca645665c9b/13361_2017_1796_Figa_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1cf2/5707228/819fa7dde153/13361_2017_1796_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1cf2/5707228/f5e46c452c27/13361_2017_1796_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1cf2/5707228/deabc773f02e/13361_2017_1796_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1cf2/5707228/96cc559a5dbc/13361_2017_1796_Fig4_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1cf2/5707228/4ca645665c9b/13361_2017_1796_Figa_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1cf2/5707228/819fa7dde153/13361_2017_1796_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1cf2/5707228/f5e46c452c27/13361_2017_1796_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1cf2/5707228/deabc773f02e/13361_2017_1796_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1cf2/5707228/96cc559a5dbc/13361_2017_1796_Fig4_HTML.jpg

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Chiral recognition and determination of enantiomeric excess by mass spectrometry: A review.手性识别和质谱法测定对映体过量:综述。
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Chirally sensitive collision induced dissociation of proton-bound diastereomeric complexes of tryptophan and 2-butanol.
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The power of ion mobility-mass spectrometry for structural characterization and the study of conformational dynamics.离子淌度-质谱在结构表征和构象动力学研究中的应用。
Nat Chem. 2014 Apr;6(4):281-94. doi: 10.1038/nchem.1889.
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Role of cationization and multimers formation for diastereomers differentiation by ion mobility-mass spectrometry.通过离子淌度-质谱区分非对映异构体的阳离子化作用和多聚体形成的作用。
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