LC/MS characterization of undesired products formed during iodoacetamide derivatization of sulfhydryl groups of peptides.

@article{Yang2007LCMSCO,
  title={LC/MS characterization of undesired products formed during iodoacetamide derivatization of sulfhydryl groups of peptides.},
  author={Zhihua Yang and Athula B Attygalle},
  journal={Journal of mass spectrometry : JMS},
  year={2007},
  volume={42 2},
  pages={233-43}
}
Many undesired by-products have been noticed during alkylation with iodoacetamide, a widely used derivatization reaction in proteomics for the determination of sulfhydryl groups in peptides and proteins. We report here that iodoacetamide reacts with the N-terminal NH2 and the C-terminal carboxylic acid groups, in addition to the peripheral residues bearing protic functional groups. If sufficient reaction time is given, the N-terminal NH2 group is readily dialkylated by iodoacetamide. In fact… CONTINUE READING
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