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Related Concept Videos

Chemical Ionization (CI) Mass Spectrometry01:21

Chemical Ionization (CI) Mass Spectrometry

The molecular ion peak of a molecule in the mass spectrum provides vital information for molecular identification. However, conventional electron impact ionization can lead to the rapid dissociation of some molecular ions before they reach the detector. A milder ionization method is required to increase the lifetime of such ionized analyte molecules. Chemical ionization (CI) is a gas-phase protonation reaction useful for mass-analyzing analyte molecules that are easily protonated to yield the...
Peptide Identification Using Tandem Mass Spectrometry01:33

Peptide Identification Using Tandem Mass Spectrometry

Tandem mass spectrometry, also known as MS/MS or MS2, is an analytical technique that employs two mass analyzers. Essentially it is a series of mass spectrometers that helps isolate a particular biomolecule and then helps study its chemical properties.
This technique helps gather information regarding the protein from which the peptide was obtained and to study the peptides’ amino acid sequence. Identifying peptides from a complex mixture is an important component of the growing field of...

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Synthesis and Mass Spectrometry Analysis of Oligo-peptoids
11:44

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Published on: February 21, 2018

Cyclic peptide as reference system for b ion structural analysis in the gas phase.

Xian Chen1, Marcus Tirado, Jeffrey D Steill

  • 1Department of Chemistry, University of Florida, Gainesville, Florida 32611, United States.

Journal of Mass Spectrometry : JMS
|October 21, 2011
PubMed
Summary

This study confirms cyclic peptide structure using spectroscopy and hydrogen/deuterium exchange. Acetylation inhibits macrocycle formation, supporting a head-to-tail cyclization mechanism in peptide synthesis.

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Area of Science:

  • Chemical Biology
  • Spectroscopy
  • Peptide Chemistry

Background:

  • Determining the structure of cyclic peptides is crucial for understanding their function.
  • Peptide N-terminus modification can influence cyclization pathways.

Purpose of the Study:

  • To confirm the macrocyclic structure of a b(6) peptide fragment.
  • To elucidate the mechanism of peptide cyclization.

Main Methods:

  • Infrared multiple photon dissociation (IRMPD) spectroscopy.
  • Hydrogen/deuterium exchange (HDX) analysis.
  • Comparison with synthetically produced cyclic peptides.

Main Results:

  • IRMPD and HDX confirmed the macrocyclic structure of the b(6) peptide fragment.
  • N-terminal acetylation inhibited macrocyclic formation, supporting a head-to-tail cyclization.
  • Differential HDX rates suggest a complex interplay of basic sites and a relay mechanism for deuterium exchange.

Conclusions:

  • The study successfully confirmed the macrocyclic structure of the peptide fragment.
  • Evidence supports a head-to-tail cyclization mechanism for macropeptide formation.
  • The findings provide insights into deuterium exchange mechanisms in peptides.