The DOI matches its Crossref record; 39 of the 39 references it cites were found in a registry or an index.
Lipid oxidation: Mechanisms, products and biological significance
Abstract
This paper reviews our studies of fatty acid hydroperoxides, their secondary products and mechanisms for their formation in the context of some of their possible biological consequences. The uneven distribution of isomeric hydroperoxides in oxidized linolenate and photosensitized oxidized linoleate is related to the formation of hydroperoxy cyclic peroxides. Interest in the hydroperoxy mono‐and bi‐cycloendoperoxides from oxidized linolenate stems from their structural relationship to the prostaglandins. However, the biological activity of hydroperoxy cyclic peroxides formed by autoxidation has not yet been reported. Thermal decomposition studies of secondary lipid oxidation products show they are important precursors of volatile compounds. An acid‐acetalation decomposition procedure establishes that 5‐membered hydroperoxy cyclic peroxides and 1,3‐dihydroperoxides are important precursors of malonaldehyde. This approach provides a more specific test than the thiobarbituric acid (TBA) color reaction to evaluate lipid oxidation products as sources of malonaldehyde and its biological effects due to crosslinking. A better understanding is needed of the biological effects of a multitude of lipid oxidation decomposition products other than malonaldehyde.
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Cites
Determination of malonaldehyde precursor in tissues by thiobarbituric acid test
Uchiyama, M., & Mihara, M. (1978) · Analytical Biochemistry · doi:10.1016/0003-2697(78)90342-1 · Cited by 5,188
Pryor, W. A. (1976) · Cited by 1,876
Volatile lipid oxidation products
Frankel, E. N. (1983) · Progress in Lipid Research · doi:10.1016/0163-7827(83)90002-4 · Cited by 762
Self-citationFrankel, E. N. (1980) · Progress in Lipid Research · doi:10.1016/0163-7827(80)90006-5 · Cited by 653
Self-citationPryor, W. A., Stanley, J. P., & Blair, E. (1976) · Lipids · doi:10.1007/bf02532843 · Cited by 503
Autoxidation in Food and Biological Systems
(1980) · Springer eBooks · doi:10.1007/978-1-4757-9351-2 · Cited by 490
Lipid hydroperoxide reactivity with proteins and amino acids: a review
Gardner, H. W. (1979) · Journal of Agricultural and Food Chemistry · doi:10.1021/jf60222a034 · Cited by 421
Inactivation of ribonuclease and other enzymes by peroxidizing lipids and by malonaldehyde
Chio, K. S., & Tappel, A. L. (1969) · Biochemistry · doi:10.1021/bi00835a020 · Cited by 395
Mutagenicity of Malonaldehyde, a Decomposition Product of Peroxidized Polyunsaturated Fatty Acids
Mukai, F. H., & Goldstein, B. D. (1976) · Science · doi:10.1126/science.766187 · Cited by 353
Porter, N. A., Lehman, L. S., Weber, B. A., & Smith, K. J. (1981) · Journal of the American Chemical Society · doi:10.1021/ja00411a032 · Cited by 313
The enzymic conversion of all‐cis 8,11,14‐eicosatrienoic acid into prostaglandin E1
Nugteren, D. H., Beerthuis, R., & van Dorp, D. A. (1966) · Recueil des Travaux Chimiques des Pays-Bas · doi:10.1002/recl.19660850412 · Cited by 308
Frankel, E. N., Neff, W. E., & Selke, E. (1981) · Lipids · doi:10.1007/bf02534950 · Cited by 278
Self-citation13- cis -Retinoic Acid: Inhibition of Bladder Carcinogenesis in the Rat
Sporn, M. B., Squire, R. A., Brown, C. C., Smith, J. M., Wenk, M. L., & Springer, S. (1977) · Science · doi:10.1126/science.835006 · Cited by 256
Porter, N. A., Weber, B. A., Weenen, H., & Khan, J. A. (1980) · Journal of the American Chemical Society · doi:10.1021/ja00537a032 · Cited by 245
Odor and flavor compounds from lipids
Forss, D. A. (1973) · Progress in the Chemistry of Fats and other Lipids · doi:10.1016/0079-6832(73)90007-4 · Cited by 208
Oxygen and oxy-radicals in chemistry and biology
Rodgers, M. A. J., & Powers, E. L. (1981) · Academic Press eBooks · Cited by 202
2-Thiobarbituric Acid as a Reagent for Detecting Milk Fat Oxidation
Patton, S., & Kurtz, G. W. (1951) · Journal of Dairy Science · doi:10.3168/jds.s0022-0302(51)91763-8 · Cited by 201
THE FORMATION OF FREE RADICALS AND THE CONSEQUENCES OF THEIR REACTIONS IN VIVO
Pryor, W. A. (1978) · Photochemistry and Photobiology · doi:10.1111/j.1751-1097.1978.tb07020.x · Cited by 195
Activated oxygen species and oxidation of food constituents
Korycka‐Dahl, M. B., Richardson, T., & Foote, C. S. (1978) · C R C Critical Reviews in Food Science and Nutrition · doi:10.1080/10408397809527250 · Cited by 171
Molecular Basis of Environmental Toxicity
Harrison, R. (1981) · Biochemical Education · doi:10.1016/0307-4412(81)90117-5 · Cited by 167
Analysis of autoxidized fats by gas chromatography‐mass spectrometry: I. Methyl oleate
Frankel, E. N., Neff, W. E., Rohwedder, W. K., Khambay, B. P. S., Garwood, R. F., & Weedon, B. C. L. (1977) · Lipids · doi:10.1007/bf02533309 · Cited by 167
Self-citationInteraction of peroxidizing methyl linoleate with some proteins and amino acids
Karel, M., Schaich, K. M., & Roy, R. B. (1975) · Journal of Agricultural and Food Chemistry · doi:10.1021/jf60198a046 · Cited by 147
Formation of malonaldehyde from lipid oxidation products
Frankel, E. N., & Neff, W. E. (1983) · Biochimica et Biophysica Acta (BBA) - Lipids and Lipid Metabolism · doi:10.1016/0005-2760(83)90141-8 · Cited by 146
Self-citationLesko, S. A., Caspary, W. J., Lorentzen, R. J., & Ts’o, P. O. P. (1975) · Biochemistry · doi:10.1021/bi00689a008 · Cited by 128
Halliwell, B. B. (1983) · FEBS Letters · doi:10.1016/0014-5793(83)80705-4 · Cited by 126
Lipid peroxidation of rat liver microsomes
Koster, J. F., & Slee, R. G. (1980) · Biochimica et Biophysica Acta (BBA) - Lipids and Lipid Metabolism · doi:10.1016/0005-2760(80)90141-1 · Cited by 117
Lipofuscin: Fine-Structural and Biochemical Studies
Miquel, J., Oró, J., Bensch, K. G., & Johnson, J. E. (1977) · Elsevier eBooks · doi:10.1016/b978-0-12-566503-2.50011-2 · Cited by 116
Neff, W. E., Frankel, E. N., & Weisleder, D. (1981) · Lipids · doi:10.1007/bf02535012 · Cited by 108
Self-citationPorter, N. A., Funk, M. O., Gilmore, D., Isaac, R., & Nixon, J. (1976) · Journal of the American Chemical Society · doi:10.1021/ja00435a037 · Cited by 105
Floyd, R. A. (1982) · Medical Entomology and Zoology · Cited by 104
Bartsch, H., & Hecker, E. (1971) · Biochimica et Biophysica Acta (BBA) - General Subjects · doi:10.1016/0304-4165(71)90277-7 · Cited by 88
Molecular basis of environmental toxicity
BHATNAGAR, R. S. (1980) · Medical Entomology and Zoology · Cited by 77
Isolation and characterization of bicycloendoperoxides derived from methyl linolenate
O'Connor, D. E., Mihelich, E. D., & Coleman, M. C. (1981) · Journal of the American Chemical Society · doi:10.1021/ja00391a056 · Cited by 72
SINGLET OXYGEN: A POSSTBLE SOURCE OF THE ORIGINAL HYDROPEROXIDES IN FATTY ACIDS
Rawls, H. R., & van Santen, P. J. (1970) · Annals of the New York Academy of Sciences · doi:10.1111/j.1749-6632.1970.tb39316.x · Cited by 60
Lipid Peroxidation and atherosclerosis
Wilson, R. B., & Newberne, P. M. (1976) · C R C Critical Reviews in Food Science and Nutrition · doi:10.1080/10408397609527212 · Cited by 51
Mendenhall, C. L. (1972) · Journal of Lipid Research · doi:10.1016/s0022-2275(20)39410-4 · Cited by 50
Serial Cyclization of an Arachidonic Acid Hydroperoxide
Khan, J. A., & Porter, N. A. (1982) · Angewandte Chemie International Edition · doi:10.1002/anie.198205130 · Cited by 22
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Oxidation of Polyunsaturated Fatty Acids: Mechanisms, Products, and Inhibition with Emphasis on Fish
Hsieh, R. J., & Kinsella, J. E. (1989) · Advances in Food and Nutrition Research · doi:10.1016/s1043-4526(08)60129-1 · Cited by 366
Läubli, M. W., & Bruttel, P. A. (1986) · Journal of the American Oil Chemists' Society · doi:10.1007/bf02541966 · Cited by 351
Mitochondria: Are they causal players in cellular senescence?
Correia-Melo, C., & Passos, J. F. (2015) · Biochimica et Biophysica Acta (BBA) - Bioenergetics · doi:10.1016/j.bbabio.2015.05.017 · Cited by 160
Leung, K. L., Sanchita, S., Pham, C. T., Davis, B. A., Okhovat, M., Ding, X., Dumesic, P., Grogan, T. R., Williams, K. J., Morselli, M., et al. (2020) · Clinical Epigenetics · doi:10.1186/s13148-020-00970-x · Cited by 33
Metadata
- Authors
- Frankel, E. N.
- Venue
- Journal of the American Oil Chemists' Society
- Publisher
- Wiley
- Published
- 1984-12
- Volume
- 61
- Issue
- 12
- Pages
- 1908-1917
- ISSN
- 0003-021X (ISSN-L)
- 1558-9331
- OpenAlex
- W2082989058
- Cited by
- 532
- References
- 39
- FWCI
- 7.12
- Type
- journal article
- Language
- en
- Open access
- closed
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