ArticleAnalytical chemistry2010
Site-selective fragmentation of peptides and proteins at quinone-modified cysteine residues investigated by ESI-MS.
Article in Analytical chemistry, 2010. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 20 papers.
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Who cites it
20 citing papers in PubMed, 61 citations in OpenAlex.
- Chromophore Optimization in Organometallic Au(III) Cys Arylation of Peptides and Proteins for 266 nm Photoactivation.Analytical chemistry · 2024Article
- Ultraviolet Photodissociation Mass Spectrometry for Analysis of Biological Molecules.Chemical reviews · 2020Review
- Methionine and Selenomethionine as Energy Transfer Acceptors for Biomolecular Structure Elucidation in the Gas Phase.Journal of the American Society for Mass Spectrometry · 2019Article
- Detection and Characterization of Catechol Quinone-Derived Protein Adducts Using Biomolecular Mass Spectrometry.Frontiers in chemistry · 2019Review
- Radical Anions of Oxidized vs. Reduced Oxytocin: Influence of Disulfide Bridges on CID and Vacuum UV Photo-Fragmentation.Journal of the American Society for Mass Spectrometry · 2018Article
- Directed-Backbone Dissociation Following Bond-Specific Carbon-Sulfur UVPD at 213 nm.Journal of the American Society for Mass Spectrometry · 2018Article
- Residue Modification and Mass Spectrometry for the Investigation of Structural and Metalation Properties of Metallothionein and Cysteine-Rich Proteins.International journal of molecular sciences · 2017Review
- Characterization of the Cysteine Content in Proteins Utilizing Cysteine Selenylation with 266 nm Ultraviolet Photodissociation (UVPD).Journal of the American Society for Mass Spectrometry · 2016Article
- High-throughput bioconjugation for enhanced 193 nm photodissociation via droplet phase initiated ion/ion chemistry using a front-end dual spray reactor.Analytical chemistry · 2015Article
- Comparison of Ultraviolet Photodissociation and Collision Induced Dissociation of Adrenocorticotropic Hormone Peptides.Journal of the American Society for Mass Spectrometry · 2015Article
- Browning inhibition mechanisms by cysteine, ascorbic acid and citric acid, and identifying PPO-catechol-cysteine reaction products.Journal of food science and technology · 2015Article
- Top-Down Strategies for the Structural Elucidation of Intact Gram-negative Bacterial Endotoxins.Chemical science · 2014Article
- Characterization of native protein complexes using ultraviolet photodissociation mass spectrometry.Journal of the American Chemical Society · 2014Article
- Photodissociation mass spectrometry: new tools for characterization of biological molecules.Chemical Society reviews · 2014Review
- 193 nm ultraviolet photodissociation mass spectrometry for the structural elucidation of lipid A compounds in complex mixtures.Analytical chemistry · 2014Article
- Benzoquinone reveals a cysteine-dependent desensitization mechanism of TRPA1.Molecular pharmacology · 2013Article
- Fast and selective modification of thiol proteins/peptides by N-(phenylseleno)phthalimide.Journal of the American Society for Mass Spectrometry · 2012Article
- Dissociation chemistry of hydrogen-deficient radical peptide anions.Journal of the American Society for Mass Spectrometry · 2012Article
- Tandem MS analysis of selenamide-derivatized peptide ions.Journal of the American Society for Mass Spectrometry · 2011Article
- Shedding light on the frontier of photodissociation.Journal of the American Society for Mass Spectrometry · 2011Article
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Authors and funding
2 authors at 1 institution in 1 country.
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Abstract
Described herein are several unique analytical applications utilizing mass spectrometry and the selective modification of the free thiol form of cysteine in both peptides and proteins by various quinones. This simple modification can be used to quantify the number of free or disulfide bound cysteines in a protein. In addition, quinone modification can also be used to easily probe the solvent accessibility of cysteine residues, which provides information about protein structure or folding state. Furthermore, the chromophoric properties of the quinone moiety can be leveraged for site specific photodissociation of the backbone. The photodissociation reveals both the presence and location of modified cysteine residues. For example, cleavage of the protein backbone of alpha-hemoglobin is observed selectively at a single cysteine out of 140 residues in the whole protein. This selective backbone fragmentation is accompanied by a parent ion mass loss, which is unique to the modifying quinone. When combined, this information can be used to determine both the presence and site of modification generated by naturally occurring molecules, such as dopamine, which can harness quinone chemistry to modify proteins.
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