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Gas-phase fragmentation reactions of a(7) ions containing a glutamine residue

Atik, Ahmet; Arslanoglu, Alper; Yalcin, Talat


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  <identifier identifierType="URL">https://aperta.ulakbim.gov.tr/record/232554</identifier>
  <creators>
    <creator>
      <creatorName>Atik, Ahmet</creatorName>
      <givenName>Ahmet</givenName>
      <familyName>Atik</familyName>
    </creator>
    <creator>
      <creatorName>Arslanoglu, Alper</creatorName>
      <givenName>Alper</givenName>
      <familyName>Arslanoglu</familyName>
      <affiliation>Izmir Inst Technol, Dept Mol Biol &amp; Genet, Fac Sci, Izmir, Turkey</affiliation>
    </creator>
    <creator>
      <creatorName>Yalcin, Talat</creatorName>
      <givenName>Talat</givenName>
      <familyName>Yalcin</familyName>
    </creator>
  </creators>
  <titles>
    <title>Gas-Phase Fragmentation Reactions Of A(7) Ions Containing A Glutamine Residue</title>
  </titles>
  <publisher>Aperta</publisher>
  <publicationYear>2021</publicationYear>
  <dates>
    <date dateType="Issued">2021-01-01</date>
  </dates>
  <resourceType resourceTypeGeneral="Text">Journal article</resourceType>
  <alternateIdentifiers>
    <alternateIdentifier alternateIdentifierType="url">https://aperta.ulakbim.gov.tr/record/232554</alternateIdentifier>
  </alternateIdentifiers>
  <relatedIdentifiers>
    <relatedIdentifier relatedIdentifierType="DOI" relationType="IsIdenticalTo">10.1002/jms.4776</relatedIdentifier>
  </relatedIdentifiers>
  <rightsList>
    <rights rightsURI="http://www.opendefinition.org/licenses/cc-by">Creative Commons Attribution</rights>
    <rights rightsURI="info:eu-repo/semantics/openAccess">Open Access</rights>
  </rightsList>
  <descriptions>
    <description descriptionType="Abstract">The gas-phase fragmentation reactions of the a(7) ions derived from glutamine (Q) containing model heptapeptides have been studied in detail with low-energy collision-induced dissociation (CID) tandem mass spectrometry (MS/MS). Specifically, the positional effect of the Q residue has been investigated on the fragmentation reactions of a(7) ions. The study involves two sets of permuted isomers of the Q containing model heptapeptides. The first set contains the QAAAAAA sequence, and the second set involves of QYAGFLV sequence, where the position of the Q residue is changed from N- to C-terminal gradually for both peptide series. An intense loss of ammonia from the a7 ions followed by internal amino acid eliminations strongly supports forming the imine-amides structure via cyclization/rearrangement reaction for all studied a(7) ions. This is in agreement with the pioneering study reported by Bythell et al. (2010, 10.1021/ja101556g). A novel rearrangement reaction is detected upon fragmentation of imine-amide structure, which yields a protonated C-terminal amidated hexapeptide excluding the Q residue. A possible fragmentation mechanism was proposed to form the protonated C-terminal amidated hexapeptide, assisted via nucleophilic attack of the side chain amide nitrogen of the Q residue on its N-protonated imine carbon atom of the rearranged imine-amide structure. Highlights The gas-phase fragmentation reactions of a(7) ions obtained from protonated model peptides containing glutamine residue were studied by ESI-MS/MS. A rearranged imine-amide structure is the predominant even for a(7) ions. Novel rearrangement reaction is observed which forms a protonated C-terminal amidated hexapeptide excluding Q residue upon fragmentation of the imine-amide structure.</description>
  </descriptions>
</resource>
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