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2-Oxoglutarate analogue inhibitors of hif prolyl hydroxylase
Abstract
Hydroxylation of hypoxia-inducible factor, a nuclear transcription factor, is catalysed by iron and 2-oxoglutarate dependent hydroxylases. Various analogues of the 2-oxoglutarate cosubstrate were synthesised and shown to inhibit the activity of human hypoxia-inducible factor-1alpha prolyl hydroxylases in cell-free extracts.
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“By contrast, inhibition of PHD2 and BBOX1 by R-2HG was weak, with IC 50 values of approximately 7 and 13 mM, respectively, consistent with previous work with the PHDs (Mole et al, 2003).”
From The oncometabolite 2-hydroxyglutarate inhibits histone lysine demethylases (2011) · cites this paper as Mole et al, 2003
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Cited by
Sorted by citations
Oxygen sensing by HIF hydroxylases
Schofield, C. J., & Ratcliffe, P. J. (2004) · Nature Reviews Molecular Cell Biology · doi:10.1038/nrm1366 · Cited by 2,068
Self-citationThe oncometabolite 2-hydroxyglutarate inhibits histone lysine demethylases
Chowdhury, R., Yeoh, K. K., Tian, Y., Hillringhaus, L., Bagg, E. A., Rose, N. R., Leung, I. K. H., Li, X. S., Woon, E. C. Y., Yang, M., et al. (2011) · The EMBO Reports · doi:10.1038/embor.2011.43 · Cited by 1,035
“Nevertheless, PHD2 is poorly inhibited in vitro by R-2HG (Fig 1; Table 1), and we were unable to demonstrate inhibition of the PHDs sufficient to substantially upregulate HIF in cells (Fig 3C–”
ResultInfluentialSelf-citationRegulation of glycolysis by the hypoxia-inducible factor (HIF): Implications for cellular physiology
Kierans, S. J., & Taylor, C. T. (2021) · The Journal of Physiology · doi:10.1113/jp280572 · Cited by 1,015
“deferoxamine, DFO) (Wang & Semenza, 1993), or molecules which compete for 2-oxoglutarate (Mole et al. 2003).”
BackgroundHypoxia-induced neutrophil survival is mediated by HIF-1α–dependent NF-κB activity
Walmsley, S. R., Print, C., Farahi, N., Peyssonnaux, C., Johnson, R. S., Cramer, T., Sobolewski, A., Condliffe, A. M., Cowburn, A. S., Johnson, N., et al. (2005) · The Journal of Experimental Medicine · doi:10.1084/jem.20040624 · Cited by 891
“Moreover, DMOG was unable to enhance the survival effect of hypoxia and was effective at 100 M, which compares with maximal effects in tissue culture cells at 1 mM (28, 29).”
BackgroundThe use of cobalt chloride as a chemical hypoxia model
Muñoz‐Sánchez, J., & Chánez‐Cárdenas, M. E. (2018) · Journal of Applied Toxicology · doi:10.1002/jat.3749 · Cited by 535
Metadata
- Authors
- Mole, D. R., Schlemminger, I., McNeill, L. A., Hewitson, K. S., Pugh, C. W., Ratcliffe, P. J., & Schofield, C. J.
- Affiliations
- Centre for Human Genetics (GB)
- University of Oxford (GB)
- Corresponding author
- Schofield, Christopher J
- Venue
- Bioorganic & Medicinal Chemistry Letters
- Publisher
- Elsevier BV
- Published
- 2003-08
- Volume
- 13
- Issue
- 16
- Pages
- 2677-2680
- ISSN
- 0960-894X (ISSN-L)
- OpenAlex
- W2007522021
- Cited by
- 145
- References
- 28
- Citations by year
- 2025: 1 · 2024: 2 · 2023: 5 · 2022: 6 · 2021: 3 · 2020: 9 · 2019: 6 · 2018: 7 · 2017: 7 · 2016: 8 · 2015: 3 · 2014: 5 · 2013: 6 · 2012: 10
- FWCI
- 2.60
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Bioorganic & Medicinal Chemistry Letters (publishedVersion)
- PubMed (publishedVersion)
- Funders
- Wellcome Trust
- Deutscher Akademischer Austauschdienst
- Medical Research Council
- Biotechnology and Biological Sciences Research Council
- Topics
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Cancer Research › Cancer, Hypoxia, and Metabolism
- Physical Sciences › Chemistry › Inorganic Chemistry › Metal-Catalyzed Oxygenation Mechanisms
- Physical Sciences › Chemistry › Organic Chemistry › Heterocyclic Compound Synthesis and Bioactivity
- Keywords
- prolyl hydroxylase inhibitors, hypoxia-inducible factor-1α, HIF-1α hydroxylation, enzyme inhibition, hypoxia
- MeSH terms
- Catalysis, Cell-Free System, Enzyme Inhibitors, Humans, Iron, Iron Chelating Agents, Isoenzymes, Ketoglutaric Acids, Procollagen-Proline Dioxygenase, Transcription Factors, Molecular Structure, Hypoxia-Inducible Factor 1, alpha Subunit
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