Evidence map›Paper›PMID 23445181›Full record

ArticleThe Journal of organic chemistry2013

A perspective on free radical autoxidation: the physical organic chemistry of polyunsaturated fatty acid and sterol peroxidation.

Ned A Porter

Abstract read
In one paragraph

Article in The Journal of organic chemistry, 2013. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 33 papers.

0numbers the graph read from it
0cells of the map it votes in
33citing papers in PubMed
–field-weighted citation impact
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

33 citing papers in PubMed.

  1. Article
  2. Article
  3. Article
  4. Article
  5. Chemical Mechanisms of Lipid Peroxidation.Redox biochemistry and chemistry · 2025
    Article
  6. Article
  7. Review
  8. Nuclear Receptor-Targeted Therapy for Metabolic Dysfunction-Associated Steatotic Liver Disease.International journal of drug discovery and pharmacology · 2025
    Article
  9. Review
  10. Oxidative Stress: An Intersection Between Radiation and Sulfur Mustard Lung Injury.Disaster medicine and public health preparedness · 2024
    Article
  11. Review
  12. Review
  13. Review
  14. Review
  15. Review
  16. Article
  17. Oxysterols Modify NLRP2 in Epithelial Cells, Identifying a Mediator of Ozone-induced Inflammation.American journal of respiratory cell and molecular biology · 2021
    Article
  18. Article
  19. Antioxidant Activity of Hemp (Antioxidants (Basel, Switzerland) · 2021
    Article
  20. Review
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

1 author.

Ned A PorterDepartment of Chemistry and Vanderbilt Institute of Chemical Biology, Vanderbilt University, Nashville, Tennessee 37235, USA. n.porter@vanderbilt.edu

Funding

Structural Biology Facility CoreP30ES000267 · NIEHS · VANDERBILT UNIVERSITY · PI GUENGERICH, F PETER · 1985 to 2014
$20.3M
SLOS and Neuronal Oxidative StressR01HD064727 · NICHD · VANDERBILT UNIVERSITY · PI PORTER, NED ALLEN · 2010 to 2020
$3.7M
NICHD NIH HHS R01 HD064727NIEHS NIH HHS P30 ES000267
6 · The paper itself

Abstract

This Perspective describes advances from the author's laboratory on the free radical reactions of organic compounds with molecular oxygen. Polyunsaturated fatty acids (PUFAs) and sterols are particularly prone to undergo radical chain oxidation, and evidence suggests that this process, known as lipid peroxidation, occurs in vivo under a variety of conditions that are the result of an oxidative stress. Cyclic peroxides, hydroperoxides, and epoxy alcohols are major products formed from peroxidation, and the basic mechanisms of product formation are now reasonably well understood. These mechanisms include reversible addition of oxygen to carbon radicals, rearrangement and cyclization of allyl and pentadienyl peroxyl radicals, and homolytic substitution of carbon radicals on the peroxide bond. A physical organic approach to the problem of free radicals in biology and medicine is highlighted in this Perspective with stereochemical, kinetic, and extrathermodynamic probes applied to the study of mechanism. A radical clock permits the determination of free radical propagation rate constants, and 7-dehydrocholesterol, the immediate biosynthetic precursor of cholesterol, is found by this clock to be one of the most oxidizable lipids known. The consequences of the extreme reactivity of 7-dehydrocholesterol on human health is the focus of a current research theme in the author's laboratory.

Indexed as

Chemistry, PhysicalDehydrocholesterolsFatty Acids, UnsaturatedFree RadicalsHeterocyclic OxidesHumansOxidative StressPeroxidesSterols7-dehydrocholesterolDehydrocholesterolsFatty Acids, UnsaturatedFree RadicalsHeterocyclic OxidesPeroxidesSterols

Identifiers

PMID23445181
PMCPMC3674788

What OpenQuestion holds

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Registered trials

None linked

Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.