ArticleJournal of the American Society for Mass Spectrometry2009
Mapping disulfide bonds in insulin with the Route 66 Method: selective cleavage of S-C bonds using alkali and alkaline earth metal enolate complexes.
Article in Journal of the American Society for Mass Spectrometry, 2009. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 21 papers.
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Who cites it
21 citing papers in PubMed.
- Top-Down Analysis of Disulfide-Linked Proteins Using Photoinduced Radical Reactions and ET-DDC.International journal of mass spectrometry · 2019Article
- Characterization of Protein Disulfide Linkages by MS In-Source Dissociation Comparing to CID and ETD Tandem MS.Journal of the American Society for Mass Spectrometry · 2019Article
- Assigning Peptide Disulfide Linkage Pattern Among Regio-Isomers via Methoxy Addition to Disulfide and Tandem Mass Spectrometry.Journal of the American Society for Mass Spectrometry · 2017Article
- Gas-Phase Oxidation via Ion/Ion Reactions: Pathways and Applications.Journal of the American Society for Mass Spectrometry · 2017Article
- The dehydroalanine effect in the fragmentation of ions derived from polypeptides.Journal of mass spectrometry : JMS · 2016Article
- Selective Gas-Phase Ion/Ion Reactions: Enabling Disulfide Mapping via Oxidation and Cleavage of Disulfide Bonds in Intermolecularly-Linked Polypeptide Ions.Analytical chemistry · 2016Article
- Reduced Graphene Oxide Modified the Interdigitated Chain Electrode for an Insulin Sensor.Sensors (Basel, Switzerland) · 2016Article
- Mechanisms and energetics of free radical initiated disulfide bond cleavage in model peptides and insulin by mass spectrometry.Chemical science · 2015Article
- Cross-linking electrochemical mass spectrometry for probing protein three-dimensional structures.Analytical chemistry · 2014Article
- Dissociation Behavior of Tryptic and Intramolecular Disulfide-linked Peptide Ions Modified in the Gas Phase via Ion/Ion Reactions.International journal of mass spectrometry · 2012Article
- Electron transfer dissociation (ETD) of peptides containing intrachain disulfide bonds.Journal of the American Society for Mass Spectrometry · 2012Article
- Cleavage of Multiple Disulfide Bonds in Insulin via Gold Cationization and Collision-induced Dissociation.International journal of mass spectrometry · 2011Article
- Tandem MS analysis of selenamide-derivatized peptide ions.Journal of the American Society for Mass Spectrometry · 2011Article
- Gas-phase fragmentation of [M+nH+OH]n•+ ions formed from peptides containing intra-molecular disulfide bonds.Journal of the American Society for Mass Spectrometry · 2011Article
- Collision induced dissociation products of disulfide-bonded peptides: ions result from the cleavage of more than one bond.Journal of the American Society for Mass Spectrometry · 2011Article
- Desulfurization of cysteine-containing peptides resulting from sample preparation for protein characterization by mass spectrometry.Rapid communications in mass spectrometry : RCM · 2010Article
- A new method for analysis of disulfide-containing proteins by matrix-assisted laser desorption ionization (MALDI) mass spectrometry.Journal of the American Society for Mass Spectrometry · 2009Article
- Dissociation of disulfide-intact somatostatin ions: the roles of ion type and dissociation method.Rapid communications in mass spectrometry : RCM · 2009Article
- A new copper containing MALDI matrix that yields high abundances of [peptide + Cu]+ ions.Journal of the American Society for Mass Spectrometry · 2009Article
- Characterization of alkali induced formation of lanthionine, trisulfides, and tetrasulfides from peptide disulfides using negative ion mass spectrometry.Journal of the American Society for Mass Spectrometry · 2009Article
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2 authors.
Funding
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Abstract
Simple and fast identification of disulfide linkages in insulin is demonstrated with a peptic digest using the Route 66 method. This is accomplished by collisional activation of singly and doubly charged cationic Na(+) and Ca(2+) complexes generated using electrospray ionization mass spectrometry (ESI-MS). Collisional activation of doubly charged metal complexes of peptides with intermolecular disulfide linkages yields two sets of singly charged paired products separated by 66 mass units resulting from selective SC bond cleavages. Highly selective elimination of 66 mass units, which corresponds to the molecular weight of hydrogen disulfide (H(2)S(2)), is observed from singly charged metal complexes of peptides with disulfide linkages. The mechanism proposed for these processes is initiated by formation of a metal-stabilized enolate at Cys, followed by cleavage of the S-C bond. Further activation of the products yields sequence information that facilitates locating the position of the disulfide linkages in the peptic digest fragments. For example, the doubly charged Ca(2+) complex of the peptic digest product GIVEQCCASVCSL/FVNQHLCGSHL yields paired products separated by 66 mass units resulting from selective SC bond cleavages at an intermolecular disulfide linkage under low-energy collision-induced dissociation. Further activation of the product comprising the A chain reveals the presence of a second disulfide bridge, an intramolecular linkage. Experimental and theoretical studies of the disulfide linked model peptides provide mechanistic details for the selective cleavage of the S-C bond.
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