C-terminal de novo sequencing of peptides using oxazolone-based derivatization with bromine signature

peer-reviewed · Analytical Biochemistry · 2011

peer-reviewed · Analytical Biochemistry · 2011. Jong-Seo Kim et al. Due to almost identical chemical properties of C-terminal and side-chain carboxylic groups, selective…
Date 2011-12-01
Type peer-reviewed
Venue Analytical Biochemistry
Publisher Elsevier BV
Contribution algorithm
DOI 10.1016/j.ab.2011.08.011
Citations (OpenAlex) 19

Abstract

Due to almost identical chemical properties of C-terminal and side-chain carboxylic groups, selective C-terminal derivatization has been difficult. Although oxazolone-based C-terminal derivatization is the only selective C-terminal modification available, it has not been used widely because of its low derivatization efficiency. In this paper, an improved oxazolone chemistry for incorporation of Br signature to C-terminus is reported. MS/MS analysis of the brominated peptides led to a series of y ions with Br signature, facilitating de novo C-terminal sequencing.

Authors

  1. Jong-Seo Kim · Pacific Northwest National Laboratory
  2. Mansup Shin
  3. Jin-Su Song
  4. Songhie An
  5. Hie-Joon Kim

Methods and tools

  • Oxazolone C-terminal derivatization: Selective C-terminal derivatization, which is hard because C-terminal and side-chain carboxyls behave alike, improved in efficiency and given a bromine signature so the C-terminal fragment can be picked out and sequenced.

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