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https://hdl.handle.net/2440/17807
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Type: | Journal article |
Title: | Direct identification of intramolecular disulfide links in peptides using negative ion electrospray mass spectra of underivatised peptides. A joint experimental and theoretical study |
Author: | Bilusich, D. Maselli, V. Brinkworth, C. Samguina, T. Lebedev, A. Bowie, J. |
Citation: | Rapid Communications in Mass Spectrometry, 2005; 19(21):3063-3074 |
Publisher: | John Wiley & Sons Ltd |
Issue Date: | 2005 |
ISSN: | 0951-4198 1097-0231 |
Statement of Responsibility: | Daniel Bilusich, Vita M. Maselli, Craig S. Brinkworth, Tatiana Samguina, Albert T. Lebedev, John H. Bowie |
Abstract: | [M--H]- parent anions of underivatised peptides containing an intramolecular disulfide bridge undergo characteristic loss of the elements of H2S2, a process diagnostic of the presence of the disulfide moeity. This facile process is initiated from a side-chain enolate anion. Theoretical calculations (at the HF/6-31G(d)//AM1 level of theory) indicate that the process is exothermic with a small barrier. When the disulfide link involves a C-terminal Cys, the negative ion spectrum shows an [(M--H)--(H2S2+CO2)] fragment anion which is usually the main peak of the spectrum. This process is also directed by an enolate anion: theoretical calculations suggest a stepwise sequence with loss of CO2 preceding loss of H2S2. Both [(M--H)--H2S2] and [(M--H)--(H2S2+CO2)] anions undergo backbone cleavage allowing identification of the amino acid sequence of the peptide. |
Keywords: | Animals Rana ridibunda Peptides Antimicrobial Cationic Peptides Amphibian Proteins Peptide Mapping Spectrometry, Mass, Electrospray Ionization Amino Acid Sequence Molecular Sequence Data |
Description: | The definitive version may be found at www.wiley.com |
Provenance: | Published Online: 3 Oct 2005 |
DOI: | 10.1002/rcm.2149 |
Published version: | http://www3.interscience.wiley.com/cgi-bin/fulltext/112098770/PDFSTART |
Appears in Collections: | Aurora harvest 6 Chemistry publications |
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