2‐Oxo‐histidine as a novel biological marker for oxidatively modified proteins
Abstract
We report a promising finding that oxidative modification of proteins by free radicals could be monitored by the formation of oxidized histidine that is detectable by reverse-phase HPLC with electrochemical detection (HPLC-ECD). When the N-protected histidine derivative (N-benzoylhistidine) was exposed to a free radical-generating system (copper/ascorbate), a number of products were detected by HPLC-ECD and the main product among them was found to be identical to N-benzoyl-2-oxo-histidine. The acid hydrolysis of N-benzoyl-2-oxo-histidine provided a single product (2-oxo-histidine) that was detected sensitively by HPLC-ECD. Thus 2-oxo-histidine was indeed generated as the main product in the oxidatively modified proteins by free radicals. Taken together, 2-oxo-histidine may be a useful biological marker for assessing protein modifications under oxidative stress.
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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 [28]
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References 14 · Cited by 146
- Authors
- Uchida, K., & Kawakishi, S.
- Venue
- FEBS Letters
- Publisher
- Wiley
- Published
- 1993-10-18
- Volume
- 332
- Issue
- 3
- Pages
- 208-210
- ISSN
- 0014-5793 (ISSN-L)
- 1873-3468
- OpenAlex
- W2139008698
- Cited by
- 146
- References
- 14
- Citations by year
- 2026: 3 · 2025: 2 · 2024: 3 · 2023: 3 · 2022: 4 · 2021: 8 · 2020: 2 · 2019: 3 · 2018: 6 · 2017: 7 · 2016: 3 · 2015: 1 · 2014: 1 · 2013: 5 · 2012: 7
- FWCI
- 1.55
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- FEBS Letters (publishedVersion)
- PubMed (publishedVersion)
- Topics
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Redox biology and oxidative stress
- Health Sciences › Medicine › Biochemistry › Antioxidant Activity and Oxidative Stress
- Physical Sciences › Chemistry › Organic Chemistry › Free Radicals and Antioxidants
- Keywords
- protein oxidation, biomarkers, free radicals, electrochemical detection, oxidative stress
- MeSH terms
- Chromatography, High Pressure Liquid, Electrochemistry, Histidine, Indicators and Reagents, Oxidation-Reduction, Proteins, Serum Albumin, Bovine, Biomarkers
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