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

Abstract

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.

Document Details

Document Type
Pub Defense Publication
Publication Date
Nov 30, 2018
Source ID
10.1002/ange.201811098

Entities

People

  • Hong Zhang
  • Jie Jiang
  • R. Graham Cooks
  • Zhenwei Wei

Organizations

  • Defense Advanced Research Projects Agency
  • Harbin Institute of Technology
  • Purdue University

Tags

Fields of Study

  • Chemistry

Readers

  • Analytical Chemistry
  • Maritime and Naval Warfare Studies
  • Organic Chemistry