Malondialdehyde tagging improves the analysis of arginine oligomers and arginine-containing dendrimers by HPLC-MS

Journal of Separation Science
Lucia OnofrejovaWolfgang Lindner

Abstract

The selective modification of arginine residues by malondialdehyde (MDA) was used to improve the mass spectrometric analysis of arginine oligomers (Arg(x), x = 4, 6, 7, 8, 9) and an arginine-containing dendrimeric peptide. MDA tagging significantly increased the hydrophobicity of the arginine side-chain and resulted in improved retention in RP HPLC of the oligoarginines using formic acid as mobile phase additive. This avoided the use of TFA to generate sufficient retention, as TFA was shown to lead to a dramatically reduced sensitivity (up to ten-fold for Arg(8) and Arg(9)) as a result of the strong signal suppression by ion pairing with multiple basic residues. MDA modification of Arg oligomers not only resulted in improved detection sensitivity for most of the peptides studied (e. g., more than six-fold for Arg(7)), but also greatly enhanced the quality of MS/MS spectra, in line with previous results for other peptides. Furthermore, MDA modification helped to identify major side products in a sample of a dendrimeric peptide, a class of peptides that is typically difficult to analyze by MS.

References

Feb 17, 2001·Journal of Mass Spectrometry : JMS·V H WysockiL A Breci
Sep 16, 2003·The Journal of Biological Chemistry·Luisa BracciPaolo Neri
Sep 25, 2004·Mass Spectrometry Reviews·Béla Paizs, Sándor Suhai
Nov 24, 2004·Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences·Alexander Leitner, Wolfgang Lindner
Mar 17, 2006·Journal of Mass Spectrometry : JMS·Alexandra FoettingerWolfgang Lindner
Jun 15, 2006·Analytical Chemistry·Hamid Mirzaei, Fred Regnier
Sep 15, 2006·Proteomics·Alexander Leitner, Wolfgang Lindner
Apr 20, 2007·Chemical Biology & Drug Design·Chiara FalcianiLuisa Bracci
May 5, 2007·Analytical Chemistry·Jennifer L FrahmDavid C Muddimana

❮ Previous
Next ❯

Citations

May 20, 2014·Organic & Biomolecular Chemistry·F TaraballiL Cipolla
Jan 10, 2009·Journal of Chromatography. a·Haleem J IssaqTimothy D Veenstra

❮ Previous
Next ❯

Related Concepts

Related Feeds

Antisense Oligonucleotides: ND

This feed focuses on antisense oligonucleotide therapies such as Inotersen, Nusinursen, and Patisiran, in neurodegenerative diseases including amyotrophic lateral sclerosis.