About: Characterizing degradation products of peptides containing N‐terminal Cys residues by (off‐line high‐performance liquid chromatography)/matrix‐assisted laser desorption/ionization quadrupole time‐of‐flight measurements

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About: Characterizing degradation products of peptides containing N‐terminal Cys residues by (off‐line high‐performance liquid chromatography)/matrix‐assisted laser desorption/ionization quadrupole time‐of‐flight measurements Goto Sponge NotDistinct Permalink

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Attributes	Values
type	Academic Article research paper schema:ScholarlyArticle
isDefinedBy	Covid-on-the-Web dataset
has title	Characterizing degradation products of peptides containing N‐terminal Cys residues by (off‐line high‐performance liquid chromatography)/matrix‐assisted laser desorption/ionization quadrupole time‐of‐flight measurements
Creator	Krokhin, Oleg Ens, Werner Standing, Kenneth
Source	PMC
abstract	A transformation analogous to the well‐known conversion of an N‐terminal glutamine residue to pyroglutamic acid is the cyclization of an N‐terminal carboxamidomethylated cysteine residue (the normal product of alkylation with iodoacetamide). This yields 5‐oxothiomorpholine‐3‐carboxylic acid, with the same 17 Da mass loss observed in the Gln reaction. Nineteen tryptic peptides with Cys at the N‐terminal were identified for this study, and compared with eight with N‐terminal Gln. When examined by MALDI‐QqTOF and (off‐line HPLC)/MALDI‐QqTOF measurements, these were all found to undergo the cyclization reactions. The average degree of degradation during overnight digestion was found to be ∼51 and ∼34% for Cys and Gln, respectively; more detailed information on the time course of the reactions was obtained for the peptides CCTESLVNR and QYYTVFDR. Taking this modification into account while sequencing is likely to increase the probability of protein identification by peptide mass fingerprinting, especially for cysteine‐rich proteins. Copyright © 2003 John Wiley & Sons, Ltd.
has issue date	2003-10-23(xsd:dateTime)
bibo:doi	10.1002/rcm.1236
bibo:pmid	14608624
has license	no-cc
sha1sum (hex)	f46596e0b83b2fc7fb0acbcb5b0db5cf45d34823
schema:url	https://doi.org/10.1002/rcm.1236
resource representing a document's title	Characterizing degradation products of peptides containing N‐terminal Cys residues by (off‐line high‐performance liquid chromatography)/matrix‐assisted laser desorption/ionization quadrupole time‐of‐flight measurements
has PubMed Central identifier	PMC7169202
has PubMed identifier	14608624
schema:publication	Rapid Commun Mass Spectrom
resource representing a document's body	covid:f46596e0b83b2fc7fb0acbcb5b0db5cf45d34823#body_text
is schema:about of	named entity 'HPLC' named entity 'analogous' named entity 'Cys' named entity 'normal' named entity 'cyclization' named entity 'reactions' named entity 'desorption' named entity 'PROBABILITY OF' named entity 'DEGRADATION' named entity 'RICH' named entity 'SEQUENCING' named entity 'TIME COURSE' named entity 'FOUND' named entity 'N-TERMINAL ' named entity 'DIGESTION' covid:arg/f46596e0b83b2fc7fb0acbcb5b0db5cf45d34823 named entity 'sequencing' named entity 'This' named entity 'transformation' named entity 'iodoacetamide' named entity 'glutamine' named entity 'cysteine-rich' named entity 'protein identification' named entity 'ionization' named entity 'Cys' named entity 'peptides' named entity 'Cys' named entity 'alkylation' named entity 'spectra' named entity 'Gln' named entity 'peptide' named entity 'transferrin' named entity 'great powers' named entity 'peptide' named entity 'Chromatographic' named entity 'peptide' named entity 'peptides' named entity 'MALDI-MS' named entity 'carboxylic acid' named entity 'recombinant protein' named entity 'peptide' named entity 'sequenced' named entity 'chemical modification' named entity 'pyroglutamic acid' named entity 'fingerprinting' named entity 'chemical modifications' named entity 'Promega' named entity 'iodoacetamide' named entity 'alkylated' named entity 'MS/MS' named entity 'HPLC' named entity 'alkylated' named entity 'peptide' named entity 'peptides' named entity 'MALDI' named entity 'peptides' named entity 'peptides' named entity 'integrin' named entity 'bovine' named entity 'dialysis' named entity 'm/z' named entity 'strongly acidic' named entity 'peptides' named entity 'fractionation' named entity 'peptides' named entity 'peptides' named entity 'oxidized' named entity 'iodoacetamide' named entity 'Cys' named entity 'MALDI' named entity 'cyclization' named entity 'cyclization' named entity 'MALDI-MS' named entity 'phosphorylation' named entity 'bovine' named entity 'acetonitrile' named entity 'mass spectrometrist' named entity 'aqueous solution' named entity 'enzyme'

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