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Mass Spectrometry of Amines01:19

Mass Spectrometry of Amines

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In mass spectroscopy, amines undergo fragmentation to give parent ions with odd molecule weights. This observed mass spectrum follows the nitrogen rule: a molecule with an odd number of nitrogen atoms produces a parent ion with an odd molecular weight. The remaining fragments have an even mass.
Amines undergo fragmentation through α cleavage, producing nitrogen-containing cations—iminium ions—and alkyl radicals. Mass spectra of aromatic and cyclic aliphatic amines exhibit...
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Related Experiment Video

Updated: Jun 29, 2025

Sample Preparation and Relative Quantitation using Reductive Methylation of Amines for Peptidomics Studies
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Sample Preparation and Relative Quantitation using Reductive Methylation of Amines for Peptidomics Studies

Published on: November 4, 2021

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Quantitative Peptidomics Using Reductive Methylation of Amines.

Alexandre K Tashima1, Leandro M de Castro2, Lloyd D Fricker3

  • 1Department of Biochemistry, Escola Paulista de Medicina, Federal University of Sao Paulo, Sao Paulo, SP, Brazil. aktashima@unifesp.br.

Methods in Molecular Biology (Clifton, N.J.)
|March 29, 2024
PubMed
Summary

This study presents a novel quantitative peptidomics method using formaldehyde and sodium cyanoborohydride to label peptides. This technique allows for mass spectrometry-based quantification of five isotopically distinct peptide forms.

Keywords:
CyanoborohydrideFormaldehydeIsotopic labels

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Quantitative Proteomics Using Reductive Dimethylation for Stable Isotope Labeling
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Methods to Identify the NMR Resonances of the 13C-Dimethyl N-terminal Amine on Reductively Methylated Proteins
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Methods to Identify the NMR Resonances of the 13C-Dimethyl N-terminal Amine on Reductively Methylated Proteins
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Methods to Identify the NMR Resonances of the 13C-Dimethyl N-terminal Amine on Reductively Methylated Proteins

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Area of Science:

  • Biochemistry
  • Analytical Chemistry
  • Proteomics

Background:

  • Quantitative peptidomics is crucial for understanding biological processes.
  • Existing methods for peptide quantification have limitations.

Purpose of the Study:

  • To describe a new protocol for quantitative peptidomics.
  • To enable precise quantification of peptides using mass spectrometry.

Main Methods:

  • Peptides are reacted with formaldehyde and sodium cyanoborohydride to convert amines to tertiary amines.
  • Isotopic labeling is achieved using combinations of regular, deuterated (2H), and 13C-enriched reagents.
  • Five isotopically distinct forms of methylated peptides are generated for quantification.

Main Results:

  • The method allows for the creation of five isotopically distinct peptide forms.
  • Peptides with primary amine N-termini incorporate two methyl groups, differing by 2 Da between isotopic forms.
  • Unmodified lysine residues lead to additional methylations, increasing mass differences.

Conclusions:

  • This protocol offers a robust method for quantitative peptidomics.
  • The reagents are commercially available, cost-effective, and stable.
  • The technique facilitates accurate peptide quantification via mass spectrometry.