Nebulization Prior to Isolation, Ionization, and Dissociation of the Neutral Serine Octamer Allows Its Characterization

Zhang, Hong; Wei, Zhenwei; Jiang, Jie; Cooks, R. Graham

doi:10.1002/anie.201811098

Title: Nebulization Prior to Isolation, Ionization, and Dissociation of the Neutral Serine Octamer Allows Its Characterization

Journal Article · 28 October 2018 · Angewandte Chemie (International Edition)

DOI: https://doi.org/10.1002/anie.201811098 · OSTI ID:1609705

Zhang, Hong ^[1]; Wei, Zhenwei ^[2]; Jiang, Jie ^[3];

^[2]

Purdue Univ., West Lafayette, IN (United States); Harbin Institute of Technology (China); DOE/OSTI
Purdue Univ., West Lafayette, IN (United States)
Harbin Institute of Technology (China)

Nebulization of enantiomerically mixed serine solutions, followed by ion deflection and gentle on-line protonation, is used to isolate and characterize the strongly preferred homochiral neutral serine octamer (Ser₈). The separation of the nebulization and ionization steps and the use of the enantiomeric l-serine ion (l-d₃Ser)₈H⁺ as a soft protonating agent ensured that neutral (d-Ser)₈ was characterized without interference from serine octamer ((d-Ser)₈H⁺) ions. MS/MS experiments showed that the ionized neutral octamer and the protonated octamer formed directly by ESI have the same structures. Experiments in which the temperature of the heated transfer tube was varied indicate dissociation of the neutral octamer to the dimer. Field-free nebulization of racemic serine forms the separate homochiral species with very high chiral selectivity. We suggest that the homochiral preference is a property of (d-Ser)8 and that the preference observed earlier for (d-Ser)₈H⁺ is simply an expression of this feature of the neutral cluster.

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Research Organization:: Purdue University, West Lafayette, IN (United States)

Sponsoring Organization:: USDOE Office of Science (SC)

Grant/Contract Number:: FG02-06ER15807

OSTI ID:: 1609705

Journal Information:: Angewandte Chemie (International Edition), Journal Name: Angewandte Chemie (International Edition) Journal Issue: 52 Vol. 57; ISSN 1433-7851

Publisher:: WileyCopyright Statement

Country of Publication:: United States

Language:: English

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37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
amino acids
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homochirality
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Title: Nebulization Prior to Isolation, Ionization, and Dissociation of the Neutral Serine Octamer Allows Its Characterization

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