Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
권호 표지
DOI QR코드

DOI QR Code

Peptide C-terminal Sequence Analysis by MALDI-TOF MS Utilizing EDC Coupling with Br Signature

  • Shin, Man-Sup (Department of Chemistry, Seoul National University) ;
  • Kim, Hie-Joon (Department of Chemistry, Seoul National University)
  • Received : 2010.11.30
  • Accepted : 2011.02.01
  • Published : 2011.04.20
Download PDF
⟨ Previous Next ⟩

Abstract

The unique Br signature was utilized for C-terminal amino acid sequencing of model peptides. C-terminal carboxyl group was selectively derivatized in peptides, containing side chain carboxyl group, using 1-ethyl-3-[3-dimethylaminopropyl]carbodiimide hydrochloride (EDC) and Br was introduced using 4-bromophenylhydrazine hydrochloride (BPH) in a one pot reaction. Matrix-assisted laser desorption/ionization (MALDI) time-of-flight (TOF) tandem mass spectra were obtained carrying the Br signature in the y-series ions. The Br signature facilitated C-terminal sequencing and discrimination of C-terminal carboxyl groups in the free acid and amide forms.

Keywords

References

  1. Chait, B. T.; Wang, R.; Beavis, R. C.; Kent, S. B. H. Science 1993, 262, 89. https://doi.org/10.1126/science.8211132
  2. Yamaguchi, M.; Obama, T.; Kuyama, H.; Nakayama, D.; Ando, E.; Okamura, T. A.; Ueyama, N.; Nakazawa, T.; Norloka, S.; Nishimura, O.; Tsunasawa, S. Rapid Commun. Mass Sp. 2007, 21, 3329. https://doi.org/10.1002/rcm.3215
  3. Moerman, P. P.; Sergeant, K.; Debyser, G.; Devreese, B.; Samyn, B. J. Proteomics 2010, 73, 1454. https://doi.org/10.1016/j.jprot.2010.02.002
  4. Yamaguchi, M.; Oka, M.; Nishida, K.; Ishida, M.; Hamazaki, A.; Kuyama, H.; Ando, E.; Okamura, T. A.; Ueyama, N.; Norioka, S.; Nishimura, O.; Tsunasawa, S.; Nakazawa, T. Anal. Chem. 2006, 78, 7861. https://doi.org/10.1021/ac0610816
  5. An, S. M. S. Thesis, Seoul National University, Korea, Feb. 2009.
  6. Kim, J. S.; Kim, J. Y.; Kim, H. J. Anal. Chem. 2005, 77, 7483. https://doi.org/10.1021/ac051152l
  7. Shelkov, R.; Nahmany, M.; Melman, A. Org. Biomol. Chem. 2004, 2, 397. https://doi.org/10.1039/b312559a
  8. Williams, A.; Ibrahim, I. T. J. Am. Chem. Soc. 1981, 103, 7090. https://doi.org/10.1021/ja00414a011
  9. Nakajima, N.; Ikada, Y. Bioconjugate. Chem. 1995, 6, 123. https://doi.org/10.1021/bc00031a015

Cited by

  1. Matrix-assisted laser desorption/ionization mass spectrometry peptide sequencing utilizing selective N-terminal bromoacetylation vol.423, pp.2, 2011, https://doi.org/10.1016/j.ab.2011.11.022
  2. Protein Analysis Using a Combination of an Online Monolithic Trypsin Immobilized Enzyme Reactor and Collisionally-Activated Dissociation/Electron Transfer Dissociation Dual Tandem Mass Spectrometry vol.33, pp.10, 2011, https://doi.org/10.5012/bkcs.2012.33.10.3233