Mechanisms of metal-catalyzed oxidation of histidine to 2-oxo-histidine in peptides and proteins
Abstract
The metal-catalyzed oxidation of histidine (His) to 2-oxo-histidine (2-oxo-His) represents an important pathway of protein oxidation in vivo and in vitro. In the pharmaceutical literature this pathway has received less attention. However, this fact may not necessarily represent reality as, in some cases, the analysis of His oxidation in proteins may be compromised by aggregation and precipitation of the target protein. For predicting the susceptibility of His residues in proteins it is important to understand in detail how protein sequence and conformation control the mechanisms of His oxidation to 2-oxo-His, reviewed in this paper.
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Oxidation of histidine by metal-catalyzed reaction with hydroxyl radicals leads to 2-oxohistidine.
“Oxidation of histidine by metal catalyzed reaction with hydroxyl radicals leads to 2-oxohistidine (Fig. 2D) [27,28].”
From Protein oxidation - Formation mechanisms, detection and relevance as biomarkers in human diseases (2021) · cites this paper as [27]
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- Authors
- Schöneich, C.
- Affiliations
- University of Kansas (US)
- Corresponding author
- Schöneich, Christian
- ORCID
- Schöneich, Christian
- Venue
- Journal of Pharmaceutical and Biomedical Analysis
- Publisher
- Elsevier BV
- Published
- 2000-01
- Volume
- 21
- Issue
- 6
- Pages
- 1093-1097
- ISSN
- 0731-7085 (ISSN-L)
- OpenAlex
- W2004972062
- Cited by
- 118
- References
- 0
- Citations by year
- 2026: 6 · 2025: 4 · 2024: 3 · 2023: 7 · 2021: 4 · 2020: 6 · 2019: 6 · 2018: 6 · 2017: 9 · 2016: 5 · 2015: 8 · 2014: 5 · 2013: 7 · 2012: 4
- FWCI
- 0.48
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Journal of Pharmaceutical and Biomedical Analysis (publishedVersion)
- PubMed (publishedVersion)
- Funders
- National Institutes of Health
- National Institute on Aging (P01AG012993)
- Topics
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Redox biology and oxidative stress
- Physical Sciences › Chemistry › Inorganic Chemistry › Metal-Catalyzed Oxygenation Mechanisms
- Physical Sciences › Chemistry › Organic Chemistry › Oxidative Organic Chemistry Reactions
- Keywords
- histidine oxidation, metal-catalyzed oxidation, protein oxidation, peptide oxidation, oxidation mechanism, protein aggregation, protein conformation, pharmaceutical proteins
- MeSH terms
- Catalysis, Histidine, Humans, Metals, Oxidation-Reduction, Peptides, Proteins
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