pH-regulated formation of side products in the reductive amination approach for differential labeling of peptides in relative quantitative experiments

Stefano Levi Mortera, Ilaria Dioni, Viviana Greco, Cristina Neri, Paolo Rovero, Andrea Urbani

Risultato della ricerca: Contributo in rivistaArticolo in rivista

1 Citazioni (Scopus)

Abstract

Among the most common stable-isotope labeling strategies, the reaction of formaldehyde with peptides in the presence of NaCNBH₃ features many attractive aspects that are conducive to its employment in quantitation experiments in proteomics. Reductive amination, with formaldehyde and d(2)-formaldehyde, is reported to be a fast, easy, and specific reaction, undoubtedly inexpensive if compared with commercially available kits for differential isotope coding. Acetaldehyde and d(4)-acetaldehyde could be employed as well without a substantial increase in terms of cost, and should provide a wider spacing between the differentially tagged peptides in the mass spectrum. Nevertheless, only a single paper reports about a diethylation approach for quantitation. We undertook a systematic analytical investigation on the reductive amination of some standard peptides pointing out the occasional occurrence of side reactions in dependence of pH or reagents order of addition, particularly observing the formation of cyclic adducts ascribable to rearrangements involving the generated Schiff-base and all the nucleophilic sites of its chemical environment. We also tried to evaluate how much this side-products amount may impair isotope coded relative quantitation.
Titolo tradotto del contributo[Autom. eng. transl.] pH-regulated formation of side products in the reductive amination approach for differential labeling of peptides in relative quantitative experiments
Lingua originaleItalian
pagine (da-a)1259-1267
Numero di pagine9
RivistaElectrophoresis
Volume35
DOI
Stato di pubblicazionePubblicato - 2014

Keywords

  • Chromatography
  • High Pressure Liquid

Fingerprint

Entra nei temi di ricerca di 'pH-regulated formation of side products in the reductive amination approach for differential labeling of peptides in relative quantitative experiments'. Insieme formano una fingerprint unica.

Cita questo