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Oxidative Pathways for Catecholamines in the Genesis of Neuromelanin and Cytotoxic Quinones
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“When iron is present in the cytosol (as may occur more frequently with ageing)265,266, dopamine can be oxidized into dopamine quinone (DAQ), which is highly reactive and toxic267,268.”
From Rhythms of life: circadian disruption and brain disorders across the lifespan (2019) · cites this paper as [267]
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“…neuromelanin is initiated by the oxidation of DA to its o-quinone , which can undergo intramolecular cyclization and further oxidation to indoles (Graham, 1978; Costa et al., 1992), or can react with the thiol group of cysteine to give cysteinyl conjugates, mainly 5-S-cysteinyldo- pamine…”
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“With regard to the specific vulnerability of dopaminergic neurons of the substantia nigra, dopamine metabolism is also associated with high ROS and reactive dopamine quinone formation [27,28] that may induce oxidative stress, which is increased in the substantia nigra of the PD patient brain [29].”
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“The monoamines, particularly dopamine (DA) and noradrenaline (NA) have the ability to undergo spontaneous oxidation in the cytosol, which is potentially damaging to cellular structures (Antkiewicz-Michaluk et al., 2006; Graham, 1978; Wąsik et al., 2009).”
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DOPAMINE MERCAPTURATE CAN AUGMENT DOPAMINERGIC NEURODEGENERATION*
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“Second, dopamine and related molecules undergo sequential singleelectron oxidations catalyzed by paramagnetic metal ions with production of reactive oxygen species (ROS) and quinones, a process termed catechol oxidation [9,10].”
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“Under alkaline conditions, there is likely increased oxidation of DA (Graham, 1978).”
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“Both, enzymatic DA degradation by monoamine oxidase and intracellular autooxidation of DA yield H2O2 [52, 53], while the latter process in addition generates superoxide and a reactive DAquinone [54, 55].”
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InfluentialExogenous α-Synuclein Monomers Alter Dopamine Metabolism in Murine Brain
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“It is known that, due to its unstable catechol ring, DA is easily oxidized, leading to a possible build-up of toxic DA metabolites, hydrogen peroxide and superoxide in the cytoplasm [33].”
Background
Metadata
- Authors
- GRAHAM, D. G.
- Affiliations
- Duke Medical Center (US)
- Corresponding author
- GRAHAM, DOYLE G.
- Venue
- Molecular Pharmacology
- Publisher
- Elsevier BV
- Published
- 1978-07
- Volume
- 14
- Issue
- 4
- Pages
- 633-643
- ISSN
- 0026-895X (ISSN-L)
- OpenAlex
- W2211987820
- Cited by
- 1,126
- References
- 0
- Citations by year
- 2026: 11 · 2025: 12 · 2024: 6 · 2023: 11 · 2022: 13 · 2021: 20 · 2020: 23 · 2019: 26 · 2018: 29 · 2017: 30 · 2016: 26 · 2015: 29 · 2014: 26 · 2013: 26 · 2012: 49
- FWCI
- 1.86
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Molecular Pharmacology (publishedVersion)
- PubMed (publishedVersion)
- PubMed
- Topics
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Cell Biology › melanin and skin pigmentation
- Health Sciences › Medicine › Clinical Neurology › Parkinson's Disease Mechanisms and Treatments
- Life Sciences › Pharmacology, Toxicology and Pharmaceutics › Toxicology › Bioactive Compounds and Antitumor Agents
- Keywords
- catecholamines, autoxidation, periodate oxidation, 6-hydroxydopamine, dopamine, norepinephrine, epinephrine, aminochrome, adrenochrome, o-quinones, p-quinones, cyclization, tautomerism, neuromelanin
- MeSH terms
- Catecholamines, Dopamine, Epinephrine, Hydroxydopamines, Melanins, Norepinephrine, Oxidation-Reduction, Quinones, Monophenol Monooxygenase
About these checks
Registry, retraction, Cites and statistics results are computed, not judged, with one exception: a printed reference that no index lists is read once by a model before it counts as a citation error. Claims are extracted by a model and kept only when their quote appears verbatim in the text; each cited source is then checked, with a model’s help, for whether it says what the claim relies on. Those verdicts can be wrong — read the claim’s quote and the cited source before relying on one.
Statistics and arithmetic are recomputed, not judged.
Confidence bands are shown only for fields calibrated on our annotated test set. None is calibrated yet, so no band is shown.
What counts as a claim ›How we measure confidence ›How we check this ›
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