Cited by 142Fatty Acid Research and HealthLipid metabolism and biosynthesisLipid Membrane Structure and Behavior

The DOI matches its Crossref record; 19 of the 19 references it cites were found in a registry or an index.

A novel group of very long chain polyenoic fatty acids in dipolyunsaturated phosphatidylcholines from vertebrate retina

Open access

Aveldaño, M I·1987·Journal of Biological Chemistry

Open this paper in CoChat — free account

Abstract

Dipolyunsaturated phosphatidylcholines from bovine retina contain a whole series of unusual fatty acids. Methyl esters from these acids are very strongly retained on polar and nonpolar gas-liquid chromatography stationary phases. On thin layers of silica-AgNO3, they separate as tetra-, penta-, and hexaenoic fatty acid methyl esters. After hydrogenation, the three polyunsaturated fractions give the same series of saturated methyl esters, having 20 (or 22)-36 carbon atoms. High pressure liquid chromatography, as well as gas-liquid chromatography, indicates that the new components of the three fractions are even-carbon homologs of well known polyenoic fatty acids of the n-6 and n-3 families, since they behave as series of 20-36-carbon tetraenoic (n-6), pentaenoic (n-3 and n-6), and hexaenoic (n-3) fatty acids. Their occurrence in phospholipid molecules also having docosahexaenoate (22:6) explains the separation of major dipolyunsaturated phosphatidylcholines from retina into dodecaenoic, undecaenoic, and decaenoic fractions after argentation thin layer chromatography. Using high pressure liquid chromatography, the latter are resolved into individual species having 10-12 double bonds and 42-58 carbon atoms. The unusual PCs are thus endowed not only with the highest degree of unsaturation, but with the longest hydrocarbon chains yet reported for vertebrate glycerophospholipids. It is shown that phosphatidylcholines containing the novel fatty acids are highly concentrated in photoreceptor membranes and that they occur in the retina of vertebrates so distant in evolution as fish, birds, and various mammals.

Integrity signals

Registry

Crossref · 10.1016/s0021-9258(19)75767-6

Cites

19 of 19 references verified0 citation errors · 0 not checkable

Statistics

Recomputing p-values needs the paper’s full text.

Claims the paper makes

We couldn’t retrieve this paper’s full text, so its claims and self-check weren’t run. The registry and citation checks still apply.

Claims other papers make about this one

Each is checked against this paper’s own text: does it say what the citing paper says it does?

A SIMPLE METHOD FOR THE ISOLATION AND PURIFICATION OF TOTAL LIPIDES FROM ANIMAL TISSUES
Folch, J., Lees, M., & Stanley, G. H. S. (1957) · Journal of Biological Chemistry · doi:10.1016/s0021-9258(18)64849-5 · Cited by 65,189
Preparation of fatty acid methyl esters and dimethylacetals from lipids with boron fluoride–methanol
Morrison, W. R., & Smith, L. M. (1964) · Journal of Lipid Research · doi:10.1016/s0022-2275(20)40190-7 · Cited by 6,005
Two dimensional thin layer chromatographic separation of polar lipids and determination of phospholipids by phosphorus analysis of spots
Rouser, G., Fleischer, S., & Yamamoto, A. (1970) · Lipids · doi:10.1007/bf02531316 · Cited by 3,280
Structural and Metabolic Heterogeneity of Rat Liver Glycerophosphatides
Arvidson, G. (1968) · European Journal of Biochemistry · doi:10.1111/j.1432-1033.1968.tb00237.x · Cited by 457
Membrane Fatty Acids Associated with the Electrical Response in Visual Excitation
Benolken, R. M., Anderson, R. E., & Wheeler, T. G. (1973) · Science · doi:10.1126/science.182.4118.1253 · Cited by 321
[8] Preparation of retinal rod outer segments
Papermaster, D. S. (1982) · Methods in enzymology on CD-ROM/Methods in enzymology · doi:10.1016/s0076-6879(82)81010-0 · Cited by 281
Separation and quantitation of free fatty acids and fatty acid methyl esters by reverse phase high pressure liquid chromatography
Aveldaño, M. I., VanRollins, M., & Horrocks, L. A. (1983) · Journal of Lipid Research · doi:10.1016/s0022-2275(20)38027-5 · Cited by 201
Disaturated and dipolyunsaturated phospholipids in the bovine retinal rod outer segment disk membrane
Miljanich, G. P., Sklar, L. A., White, D. L., & Dratz, E. A. (1979) · Biochimica et Biophysica Acta (BBA) - Biomembranes · doi:10.1016/0005-2736(79)90284-0 · Cited by 161
Structural correlation of unsaturated fatty acid esters through graphical comparison of gas‐liquid chromatographic retention times on a polyester substrate
ACKMAN, R. G. (1963) · Journal of the American Oil Chemists Society · doi:10.1007/bf02822466 · Cited by 147
Very long chain (C24 to C36) polyenoic fatty acids of the n-3 and n-6 series in dipolyunsaturated phosphatidylcholines from bovine retina.
Aveldaño, M. I., & Sprecher, H. W. (1987) · Journal of Biological Chemistry · doi:10.1016/s0021-9258(19)75768-8 · Cited by 145

Show all 19 references

Sorted by citations

The Essentiality Of N-3 Fatty Acids For The Development And Function Of The Retina And Brain
Neuringer, M., Anderson, G. J., & Connor, W. E. (1988) · Annual Review of Nutrition · doi:10.1146/annurev.nu.08.070188.002505 · Cited by 739
Long-chain polyunsaturated fatty acid biosynthesis in chordates: Insights into the evolution of Fads and Elovl gene repertoire
Castro, L. F. C., Tocher, D. R., & Monroig, Ó. (2016) · Progress in Lipid Research · doi:10.1016/j.plipres.2016.01.001 · Cited by 461
The cell biology of the retinal pigment epithelium
Lakkaraju, A., Umapathy, A., Tan, L. X., Daniele, L., Philp, N. J., Boesze-Battaglia, K., & Williams, D. S. (2020) · Progress in Retinal and Eye Research · doi:10.1016/j.preteyeres.2020.100846 · Cited by 422
Role of Stargardt-3 macular dystrophy protein (ELOVL4) in the biosynthesis of very long chain fatty acids
Agbaga, M., Brush, R. S., Mandal, M. N. A., Henry, K. R., Elliott, M. H., & Anderson, R. E. (2008) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.0802607105 · Cited by 276
Silver ion chromatography of lipids and fatty acids
Dobson, G., Christie, W. W., & Nikolova‐Damyanova, B. (1995) · Journal of Chromatography B Biomedical Sciences and Applications · doi:10.1016/0378-4347(95)00157-e · Cited by 208
Very long chain fatty acids in higher animals: a review
Poulos, A. (1995) · Lipids · doi:10.1007/bf02537036 · Cited by 192
Retinal very long-chain PUFAs: new insights from studies on ELOVL4 protein
Agbaga, M.-P., Mandal, M. N. A., & Anderson, R. E. (2010) · Journal of Lipid Research · doi:10.1194/jlr.r005025 · Cited by 167
Long-chain and very long-chain polyunsaturated fatty acids in ocular aging and age-related macular degeneration
Liu, A., Chang, J., Lin, Y., Shen, Z., & Bernstein, P. S. (2010) · Journal of Lipid Research · doi:10.1194/jlr.m007518 · Cited by 151
Phospholipid species containing long and very long polyenoic fatty acids remain with rhodopsin after hexane extraction of photoreceptor membranes
Aveldano, M. I. (1988) · Biochemistry · doi:10.1021/bi00404a024 · Cited by 149
Docosanoids and elovanoids from omega-3 fatty acids are pro-homeostatic modulators of inflammatory responses, cell damage and neuroprotection
Bazan, N. G. (2018) · Molecular Aspects of Medicine · doi:10.1016/j.mam.2018.09.003 · Cited by 148
Very long chain (C24 to C36) polyenoic fatty acids of the n-3 and n-6 series in dipolyunsaturated phosphatidylcholines from bovine retina.
Aveldaño, M. I., & Sprecher, H. W. (1987) · Journal of Biological Chemistry · doi:10.1016/s0021-9258(19)75768-8 · Cited by 145
Targeted lipidomic strategies for oxygenated metabolites of polyunsaturated fatty acids
Astarita, G., Kendall, A. C., Dennis, E. A., & Nicolaou, A. (2014) · Biochimica et Biophysica Acta (BBA) - Molecular and Cell Biology of Lipids · doi:10.1016/j.bbalip.2014.11.012 · Cited by 140
Elongation of long-chain fatty acids in rabbitfish Siganus canaliculatus: Cloning, functional characterisation and tissue distribution of Elovl5- and Elovl4-like elongases
Monroig, Ó., Wang, S., Zhang, L., You, C., Tocher, D. R., & Li, Y. (2012) · Aquaculture · doi:10.1016/j.aquaculture.2012.04.017 · Cited by 128
Very long chain sphingolipids: Tissue expression, function and synthesis
Sandhoff, R. (2009) · FEBS Letters · doi:10.1016/j.febslet.2009.12.032 · Cited by 129
Expression and role of Elovl4 elongases in biosynthesis of very long-chain fatty acids during zebrafish Danio rerio early embryonic development
Monroig, Ó., Rotllant, J., Cerdá‐Reverter, J. M., Dick, J. R., Figueras, A. J., & Tocher, D. R. (2010) · Biochimica et Biophysica Acta (BBA) - Molecular and Cell Biology of Lipids · doi:10.1016/j.bbalip.2010.06.005 · Cited by 127
Adiponectin receptor 1 conserves docosahexaenoic acid and promotes photoreceptor cell survival
Rice, D. S., Calandria, J. M., Gordon, W. C., Jun, B., Zhou, Y., Gelfman, C. M., Li, S., Jin, M., Knott, E. J., Chang, B., et al. (2015) · Nature Communications · doi:10.1038/ncomms7228 · Cited by 124
Lipid metabolism in vertebrate retinal rod outer segments
Giusto, N. M., Pasquaré, S. J., Salvador, G. A., Castagnet, P. I., Roque, M. E., & de Boschero, M. G. I. (2000) · Progress in Lipid Research · doi:10.1016/s0163-7827(00)00009-6 · Cited by 121
Biosynthesis of long-chain polyunsaturated fatty acids in marine fish: Characterization of an Elovl4-like elongase from cobia Rachycentron canadum and activation of the pathway during early life stages
Monroig, Ó., Webb, K. A., Ibarra‐Castro, L., Holt, G. J., & Tocher, D. R. (2010) · Aquaculture · doi:10.1016/j.aquaculture.2010.12.024 · Cited by 119
Very-long-chain fatty acids from the animal and plant kingdoms
Řezanka, T. (1989) · Progress in Lipid Research · doi:10.1016/0163-7827(89)90011-8 · Cited by 110
Novel Cellular Functions of Very Long Chain-Fatty Acids: Insight From ELOVL4 Mutations
Deák, F., Anderson, R. E., Fessler, J. L., & Sherry, D. M. (2019) · Frontiers in Cellular Neuroscience · doi:10.3389/fncel.2019.00428 · Cited by 119
Retinal pathology and skin barrier defect in mice carrying a Stargardt disease-3 mutation in elongase of very long chain fatty acids-4.
McMahon, A., Butovich, I. A., Mata, N. L., Klein, M., Ritter, R., Richardson, J. A., Birch, D. G., Edwards, A. O., & Kędzierski, W. (2007) · PubMed Central · Cited by 107
Docosahexaenoic Acid Is Required for the Survival of Rat Retinal Photoreceptors In Vitro
Rotstein, N. P., Aveldaño, M. I., Barrantes, F. J., & Politi, L. E. (1996) · Journal of Neurochemistry · doi:10.1046/j.1471-4159.1996.66051851.x · Cited by 107
Docosahexaenoic acid utilization during rod photoreceptor cell renewal
Gordon, W., & Bazan, N. (1990) · Journal of Neuroscience · doi:10.1523/jneurosci.10-07-02190.1990 · Cited by 101
Non-α-helical elements modulate polytopic membrane protein architecture11Edited by G. Von Heijne
Riek, R., Rigoutsos, I., Novotný, J., & Graham, R. M. (2001) · Journal of Molecular Biology · doi:10.1006/jmbi.2000.4402 · Cited by 99
Biosynthesis of very long-chain fatty acids (C>24) in Atlantic salmon: Cloning, functional characterisation, and tissue distribution of an Elovl4 elongase
Carmona‐Antoñanzas, G., Monroig, Ó., Dick, J. R., Davie, A., & Tocher, D. R. (2011) · Comparative Biochemistry and Physiology Part B Biochemistry and Molecular Biology · doi:10.1016/j.cbpb.2011.02.007 · Cited by 98
Novel molecular species of sphingomyelin containing 2-hydroxylated polyenoic very-long-chain fatty acids in mammalian testes and spermatozoa.
Robinson, B. S., Johnson, D. W., & Poulos, A. (1992) · Journal of Biological Chemistry · doi:10.1016/s0021-9258(18)46009-7 · Cited by 97
Identification and quantification of phosphatidylcholines containing very-long-chain polyunsaturated fatty acid in bovine and human retina using liquid chromatography/tandem mass spectrometry
Berdeaux, O., Juanéda, P., Martine, L., Cabaret, S., Brétillon, L., & Acar, N. (2010) · Journal of Chromatography A · doi:10.1016/j.chroma.2010.10.039 · Cited by 101
Very Long-chain Polyunsaturated Fatty Acids Are the Major Acyl Groups of Sphingomyelins and Ceramides in the Head of Mammalian Spermatozoa
Furland, N. E., Oresti, G. M., Antollini, S. S., Venturino, A., Maldonado, E. N., & Aveldaño, M. I. (2007) · Journal of Biological Chemistry · doi:10.1074/jbc.m700709200 · Cited by 88
Deficiency of a Retinal Dystrophy Protein, Acyl-CoA Binding Domain-containing 5 (ACBD5), Impairs Peroxisomal β-Oxidation of Very-long-chain Fatty Acids
Yagita, Y., Shinohara, K., Abe, Y., Nakagawa, K., Al-Owain, M., Alkuraya, F. S., & Fujiki, Y. (2017) · Journal of Biological Chemistry · doi:10.1074/jbc.m116.760090 · Cited by 85
Lipid remodelling during epididymal maturation of rat spermatozoa. Enrichment in plasmenylcholines containing long-chain polyenoic fatty acids of the n-9 series
Aveldaño, M. I., Rotstein, N. P., & Vermouth, N. T. (1992) · Biochemical Journal · doi:10.1042/bj2830235 · Cited by 84
Defective lipid transport and biosynthesis in recessive and dominant Stargardt macular degeneration
Molday, R. S., & Zhang, K. (2010) · Progress in Lipid Research · doi:10.1016/j.plipres.2010.07.002 · Cited by 82
“They comprise as much as 10 mol % of the fatty acids of rod and cone outer segment membranes [191,193,201].”
Background
Elovanoids are novel cell-specific lipid mediators necessary for neuroprotective signaling for photoreceptor cell integrity
Jun, B., Mukherjee, P. K., Asatryan, A., Kautzmann, M.-A., Heap, J., Gordon, W. C., Bhattacharjee, S., Yang, R., Petasis, N. A., & Bazan, N. G. (2017) · Scientific Reports · doi:10.1038/s41598-017-05433-7 · Cited by 80
Ceramides and Sphingomyelins with High Proportions of Very Long-chain Polyunsaturated Fatty acids in Mammalian Germ Cells
Furland, N. E., Zanetti, S. R., Oresti, G. M., Maldonado, E. N., & Aveldaño, M. I. (2007) · Journal of Biological Chemistry · doi:10.1074/jbc.m700708200 · Cited by 79
ELOVL4: Very long-chain fatty acids serve an eclectic role in mammalian health and function
Hopiavuori, B. R., Anderson, R. E., & Agbaga, M. (2018) · Progress in Retinal and Eye Research · doi:10.1016/j.preteyeres.2018.10.004 · Cited by 80
Differential composition of DHA and very-long-chain PUFAs in rod and cone photoreceptors
Agbaga, M., Merriman, D. K., Brush, R. S., Lydic, T. A., Conley, S. M., Naash, M. I., Jackson, S. N., Woods, A. S., Reid, G. E., Busik, J. V., et al. (2018) · Journal of Lipid Research · doi:10.1194/jlr.m082495 · Cited by 80
Occurrence of unusual molecular species of sphingomyelin containing 28-34-carbon polyenoic fatty acids in ram spermatozoa
Poulos, A., Johnson, D. W., Beckman, K., White, I. G., & Easton, C. J. (1987) · Biochemical Journal · doi:10.1042/bj2480961 · Cited by 74
Lipids in human lipofuscin-enriched subcellular fractions of two age populations. Comparison with rod outer segments and neural retina.
Bazán, H. E. P., Bazan, N. G., Feeney-Burns, L., & Berman, E. R. (1990) · PubMed · Cited by 72
Essential andTrans-Fatty Acids in Nutrition
Sanders, T. A. B. (1988) · Nutrition Research Reviews · doi:10.1079/nrr19880007 · Cited by 74
Very long chain fatty acids
Kyselová, L., Vítová, M., & Řezanka, T. (2022) · Progress in Lipid Research · doi:10.1016/j.plipres.2022.101180 · Cited by 71
Very long chain fatty acid-containing lipids: A decade of novel insights from the study of ELOVL4.
Yeboah, G. K., Lobanova, E. S., Brush, R. S., & Agbaga, M.-P. (2021) · Journal of Lipid Research · doi:10.1016/j.jlr.2021.100030 · Cited by 69
Associations of human retinal very long-chain polyunsaturated fatty acids with dietary lipid biomarkers
Gorusupudi, A., Liu, A., Hageman, G. S., & Bernstein, P. S. (2016) · Journal of Lipid Research · doi:10.1194/jlr.p065540 · Cited by 68
The occurrence of polyenoic very long chain fatty acids with greater than 32 carbon atoms in molecular species of phosphatidylcholine in normal and peroxisome-deficient (Zellweger's syndrome) brain
Poulos, A., Sharp, P. C., Johnson, D., & Easton, C. J. (1988) · Biochemical Journal · doi:10.1042/bj2530645 · Cited by 68
ELOVL4 protein preferentially elongates 20:5n3 to very long chain PUFAs over 20:4n6 and 22:6n3
Yu, M., Benham, A., Logan, S., Brush, R. S., Mandal, M. N. A., Anderson, R. E., & Agbaga, M. (2011) · Journal of Lipid Research · doi:10.1194/jlr.m021386 · Cited by 58
Unique molecular species of phosphatidylcholine containing very-long-chain (C24-C38) polyenoic fatty acids in rat brain
Robinson, B. S., Johnson, D. W., & Poulos, A. (1990) · Biochemical Journal · doi:10.1042/bj2650763 · Cited by 57
Chromatographic Methods in the Separation of Long‐Chain Mono‐ and Polyunsaturated Fatty Acids
Dołowy, M., & Pyka, A. (2015) · Journal of Chemistry · doi:10.1155/2015/120830 · Cited by 54
Long-chain polyunsaturated fatty acids in fish: recent advances on desaturases and elongases involved in their biosynthesis
Monroig, Ó., Navarro, J. C., & Tocher, D. R. (2011) · DIGITAL.CSIC (Spanish National Research Council (CSIC)) · Cited by 53
Decreased very long chain polyunsaturated fatty acids in sperm correlates with sperm quantity and quality
Craig, L. B., Brush, R. S., Sullivan, M. T., Zavy, M. T., Agbaga, M., & Anderson, R. E. (2019) · Journal of Assisted Reproduction and Genetics · doi:10.1007/s10815-019-01464-3 · Cited by 55
Retinal Sphingolipids and Their Very-Long-Chain Fatty Acid–Containing Species
Brush, R. S., Tran, J.-T. A., Henry, K. R., McClellan, M. E., Elliott, M. H., & Mandal, M. N. A. (2010) · Investigative Ophthalmology & Visual Science · doi:10.1167/iovs.09-5134 · Cited by 54
Effects of aging on the composition and metabolism of docosahexaenoate‐containing lipids of retina
Rotstein, N. P., de Boschero, M. G. I., Giusto, N. M., & Aveldaño, M. I. (1987) · Lipids · doi:10.1007/bf02533988 · Cited by 52
Retina fatty acid composition of piglets fed from birth with a linoleic acid–rich vegetable-oil formula for infants
Hrboticky, N., MacKinnon, M., & Innis, S. (1991) · American Journal of Clinical Nutrition · doi:10.1093/ajcn/53.2.483 · Cited by 47
20:5n-3 but not 22:6n-3 is a Preferred Substrate for Synthesis of n-3 Very-Long- Chain Fatty Acids (C24–C36) in Retina
Suh, M., & Clandinin, M. T. (2005) · Current Eye Research · doi:10.1080/02713680500246957 · Cited by 46
Deciphering mutant ELOVL4 activity in autosomal-dominant Stargardt macular dystrophy
Logan, S., Agbaga, M., Chan, M. D., Kabir, N., Mandal, N. A., Brush, R. S., & Anderson, R. E. (2013) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.1217251110 · Cited by 44
Polyunsaturated very-long-chain C28-C36 fatty acids and retinal physiology
McMahon, A., & Kędzierski, W. (2009) · British Journal of Ophthalmology · doi:10.1136/bjo.2008.149286 · Cited by 43
Very long chain PUFA in murine testicular triglycerides and cholesterol esters
Furland, N. E., Maldonado, E. N., & Aveldaño, M. I. (2003) · Lipids · doi:10.1007/s11745-003-1033-9 · Cited by 43
Dietary 20:4n-6 and 22:6n-3 Modulates the Profile of Long- and Very-Long-Chain Fatty Acids, Rhodopsin Content, and Kinetics in Developing Photoreceptor Cells
Suh, M., Wierzbicki, A. A., Lien, E. L., & Clandinin, M. T. (2000) · Pediatric Research · doi:10.1203/00006450-200010000-00017 · Cited by 43
The role of fatty acid elongation in epidermal structure and function
Uchida, Y. (2011) · Dermato-Endocrinology · doi:10.4161/derm.3.2.14662 · Cited by 43
Dietary fat alters membrane composition in rod outer segments in normal and diabetic rats: Impact on content of very-long-chain (C ⩾ 24) polyenoic fatty acids
Suh, M., Wierzbicki, A. A., & Clandinin, M. T. (1994) · Biochimica et Biophysica Acta (BBA) - Lipids and Lipid Metabolism · doi:10.1016/0005-2760(94)90009-4 · Cited by 43
Effect of Reduced Retinal VLC-PUFA on Rod and Cone Photoreceptors
Bennett, L. D., Brush, R. S., Chan, M., Lydic, T. A., Reese, K. L., Reid, G. E., Busik, J. V., Elliott, M. H., & Anderson, R. E. (2014) · Investigative Ophthalmology & Visual Science · doi:10.1167/iovs.14-13995 · Cited by 42
Molecular and functional characterisation of two elovl4 elongases involved in the biosynthesis of very long-chain (> C24) polyunsaturated fatty acids in black seabream Acanthopagrus schlegelii
Jin, M., Monroig, Ó., Navarro, J. C., Tocher, D. R., & Zhou, Q. (2017) · Comparative Biochemistry and Physiology Part B Biochemistry and Molecular Biology · doi:10.1016/j.cbpb.2017.06.008 · Cited by 42
Homozygous Expression of Mutant ELOVL4 Leads to Seizures and Death in a Novel Animal Model of Very Long-Chain Fatty Acid Deficiency
Hopiavuori, B. R., Deák, F., Wilkerson, J. L., Brush, R. S., Rocha-Hopiavuori, N. A., Hopiavuori, A. R., Ozan, K. G., Sullivan, M. T., Wren, J. D., Georgescu, C., et al. (2017) · Molecular Neurobiology · doi:10.1007/s12035-017-0824-8 · Cited by 42
[Retracted] Protective Effects of Rosa damascena and Its Active Constituent on Aβ(25–35)‐Induced Neuritic Atrophy
Awale, S., Tohda, C., Tezuka, Y., Miyazaki, M., & Kadota, S. (2009) · Evidence-based Complementary and Alternative Medicine · doi:10.1093/ecam/nep149 · Cited by 42
Retracted
Molecular cloning and functional characterization of a putativeElovl4gene and its expression in response to dietary fatty acid profiles in orange-spotted grouperEpinephelus coioides
Li, S., Monroig, Ó., Navarro, J. C., Yuan, Y., Xu, W., Mai, K., Tocher, D. R., & Ai, Q. (2015) · Aquaculture Research · doi:10.1111/are.12902 · Cited by 40
Comprehensive and sensitive quantification of long-chain and very long-chain polyunsaturated fatty acids in small samples of human and mouse retina
Liu, A., Terry, R., Lin, Y., Nelson, K., & Bernstein, P. S. (2013) · Journal of Chromatography A · doi:10.1016/j.chroma.2013.07.103 · Cited by 39
Distribution of ELOVL4 in the developing and adult mouse brain
Sherry, D. M., Hopiavuori, B. R., Stiles, M. A., Rahman, N. S., Ozan, K. G., Deak, F., Agbaga, M.-P., & Anderson, R. E. (2017) · Frontiers in Neuroanatomy · doi:10.3389/fnana.2017.00038 · Cited by 38
Biochemical aspects of buoyancy in fishes
Phleger, C. F. (1991) · Biochemistry and molecular biology of fishes · doi:10.1016/b978-0-444-89124-2.50013-0 · Cited by 38
Very long chain polyunsaturated fatty acids in the blubber of ringed seals (Phoca hispida sp.) from Lake Saimaa, Lake Ladoga, the Baltic Sea, and Spitsbergen
Käkelä, R., ACKMAN, R. G., & Hyvärinen, H. (1995) · Lipids · doi:10.1007/bf02537799 · Cited by 38
Examination of VLC-PUFA-deficient photoreceptor terminals
Bennett, L. D., Hopiavuori, B. R., Brush, R. S., Chan, M., Van Hook, M. J., Thoreson, W. B., & Anderson, R. E. (2014) · Investigative Opthalmology & Visual Science · doi:10.1167/iovs.14-13997 · Cited by 37
Effect of tetracosahexaenoic acid on the content and release of histamine, and eicosanoid production in MC/9 mouse mast cell
Ishihara, K., Murata, M., Kaneniwa, M., Saito, H., Shinohara, K., Maeda‐Yamamoto, M., Kawasaki, K., & Ooizumi, T. (1998) · Lipids · doi:10.1007/s11745-998-0312-9 · Cited by 36
Synthesis of very long chain (up to 36 carbon) tetra, penta and hexaenoic fatty acids in retina
Rotstein, N. P., & Aveldaño, M. I. (1988) · Biochemical Journal · doi:10.1042/bj2490191 · Cited by 36
Chapter 10 Essential fatty acid metabolism during early development
Innis, S. M. (2005) · Biology of growing animals · doi:10.1016/s1877-1823(09)70017-7 · Cited by 37
Characterization of phospholipase D activity in bovine photoreceptor membranes
Salvador, G. A., & Giusto, N. M. (1998) · Lipids · doi:10.1007/s11745-998-0281-z · Cited by 34
Elovl4 and Fa2h expression during rat spermatogenesis: a link to the very-long-chain PUFAs typical of germ cell sphingolipids[S]
Valtierra, F. X. S., Peñalva, D. A., Luquez, J. M., Furland, N. E., Vásquez, C., Reyes, J. G., Aveldaño, M. I., & Oresti, G. M. (2018) · Journal of Lipid Research · doi:10.1194/jlr.m081885 · Cited by 30
Membrane‐type frizzled‐related protein regulates lipidome and transcription for photoreceptor function
Kautzmann, M.-A. I., Gordon, W. C., Jun, B., Do, K. V., Matherne, B., Fang, Z., & Bazan, N. G. (2019) · The FASEB Journal · doi:10.1096/fj.201902359r · Cited by 30
Peroxisomal disorders: Clinical commentary and future prospects
Wilson, G. N., Holmes, R., Hajra, A. K., Opitz, J. M., & Reynolds, J. F. (1988) · American Journal of Medical Genetics · doi:10.1002/ajmg.1320300311 · Cited by 31
Lipid second messengers and related enzymes in vertebrate rod outer segments
Giusto, N. M., Pasquaré, S. J., Salvador, G. A., & de Boschero, M. G. I. (2009) · Journal of Lipid Research · doi:10.1194/jlr.r001891 · Cited by 30
Molecular and functional characterisation of a putative elovl4 gene and its expression in response to dietary fatty acid profile in Atlantic bluefin tuna (Thunnus thynnus)
Betancor, M. B., Oboh, A., Ortega, A., Mourente, G., Navarro, J. C., de-la-Gándara, F., Tocher, D. R., & Monroig, Ó. (2019) · Comparative Biochemistry and Physiology Part B Biochemistry and Molecular Biology · doi:10.1016/j.cbpb.2019.110372 · Cited by 28
Endoplasmic reticulum microenvironment and conserved histidines govern ELOVL4 fatty acid elongase activity
Logan, S., Agbaga, M., Chan, M. D., Brush, R. S., & Anderson, R. E. (2014) · Journal of Lipid Research · doi:10.1194/jlr.m045443 · Cited by 28
Labeling of lipids of retina subcellular fractions by [1-14C]eicosatetraenoate (20:4(n − 6)) docosapentaenoate (22:5(n − 3)) and docosahexaenoate (22:6(n − 3))
Rotstein, N. P., & Aveldaño, M. I. (1987) · Biochimica et Biophysica Acta (BBA) - Lipids and Lipid Metabolism · doi:10.1016/0005-2760(87)90022-1 · Cited by 28
Overview of how N32 and N34 elovanoids sustain sight by protecting retinal pigment epithelial cells and photoreceptors
Bazan, N. G. (2020) · Journal of Lipid Research · doi:10.1194/jlr.tr120001137 · Cited by 27
SILVER ION THIN-LAYER CHROMATOGRAPHY OF FATTY ACIDS. A SURVEY
Nikolova‐Damyanova, B., & Momchilova, S. (2001) · Journal of Liquid Chromatography & Related Technologies · doi:10.1081/jlc-100103922 · Cited by 27
A Novel Relation of Fatty Acid with Age-Related Macular Degeneration
Ouchi, M., Ikeda, T., Nakamura, K., Harino, S., & Kinoshita, S. (2002) · Ophthalmologica · doi:10.1159/000066178 · Cited by 26
Understanding the Roles of Very-Long-Chain Polyunsaturated Fatty Acids (VLC-PUFAs) in Eye Health
Nwagbo, U., & Bernstein, P. S. (2023) · Nutrients · doi:10.3390/nu15143096 · Cited by 26
Identification of very long-chain (>C24) fatty acid methyl esters using gas chromatography coupled to quadrupole/time-of-flight mass spectrometry with atmospheric pressure chemical ionization source
Garlito, B., Portolés, T., Niessen, W. M. A., Navarro, J. C., Hontoria, F., Monroig, Ó., Varó, I., & Serrano, R. (2018) · Analytica Chimica Acta · doi:10.1016/j.aca.2018.11.001 · Cited by 25
Peroxisomal Disorders and Their Mouse Models Point to Essential Roles of Peroxisomes for Retinal Integrity
Das, Y., Swinkels, D., & Baes, M. I. (2021) · International Journal of Molecular Sciences · doi:10.3390/ijms22084101 · Cited by 24
Chromatography of very long-chain fatty acids from animal and plant kingdoms
Řezanka, T., & Votruba, J. (2002) · Analytica Chimica Acta · doi:10.1016/s0003-2670(02)00011-9 · Cited by 23
Phosphatidylethanolamine N-methyltransferase activity in isolated rod outer segments from bovine retina
Roque, M. E., & Giusto, N. M. (1995) · Experimental Eye Research · doi:10.1016/s0014-4835(05)80005-3 · Cited by 23
Relationship between dietary supply of long‐chain fatty acids and membrane composition of long‐ and very long chain essential fatty acids in developing rat photoreceptors
Suh, M., Wierzbicki, A. A., Lien, E. L., & Clandinin, M. T. (1996) · Lipids · doi:10.1007/bf02522412 · Cited by 23
Labeling of phosphatidylcholines of retina subcellular fractions by [1-14C)eicosatetraenoate (20:4(n − 6)), docosapentaenoate (22:5(n − 3)) and docosahexaenoate (22:6(n − 3))
Rotstein, N. P., & Aveldaño, M. I. (1987) · Biochimica et Biophysica Acta (BBA) - Lipids and Lipid Metabolism · doi:10.1016/0005-2760(87)90023-3 · Cited by 22
A synthesis of unsaturated very long chain fatty acids
Johnson, D. W. (1990) · Chemistry and Physics of Lipids · doi:10.1016/0009-3084(90)90089-a · Cited by 22
ELOVL4 Mutations That Cause Spinocerebellar Ataxia-34 Differentially Alter Very Long Chain Fatty Acid Biosynthesis
Gyening, Y. K., Chauhan, N. K., Tytanic, M., Ea, V. L., Brush, R. S., & Agbaga, M. (2022) · Journal of Lipid Research · doi:10.1016/j.jlr.2022.100317 · Cited by 19
The Elovl4 Spinocerebellar Ataxia-34 Mutation 736T>G (p.W246G) Impairs Retinal Function in the Absence of Photoreceptor Degeneration
Agbaga, M., Stiles, M. A., Brush, R. S., Sullivan, M. T., Machalinski, A. H., Jones, K. L., Anderson, R. E., & Sherry, D. M. (2020) · Molecular Neurobiology · doi:10.1007/s12035-020-02052-8 · Cited by 18
Can Phosphorylation and Dephosphorylation of Rod Outer Segment Membranes Affect Phosphatidate Phosphohydrolase and Diacylglycerol Lipase Activities?
Roque, M. E., Pasquaré, S. J., Castagnet, P. I., & Giusto, N. M. (1998) · Comparative Biochemistry and Physiology Part B Biochemistry and Molecular Biology · doi:10.1016/s0305-0491(97)00280-0 · Cited by 18
W246G Mutant ELOVL4 Impairs Synaptic Plasticity in Parallel and Climbing Fibers and Causes Motor Defects in a Rat Model of SCA34
Nagaraja, R., Sherry, D. M., Fessler, J. L., Stiles, M. A., Li, F., Multani, K. S., Orock, A., Ahmad, M., Brush, R., Anderson, R. E., et al. (2021) · Molecular Neurobiology · doi:10.1007/s12035-021-02439-1 · Cited by 14
Dominant Stargardt Macular Dystrophy (STGD3) and ELOVL4
Logan, S., & Anderson, R. E. (2014) · Advances in experimental medicine and biology · doi:10.1007/978-1-4614-3209-8_57 · Cited by 18
Molecular Cloning of ELOVL4 Gene from Cynomolgus Monkey (Macaca fascicularis).
Umeda, S., Ayyagari, R., Suzuki, M., Fumiko, O. N. O., Iwata, F., Fujiki, K., Kanai, A., TAKADA, Y., YOSHIKAWA, Y., TANAKA, Y., et al. (2003) · EXPERIMENTAL ANIMALS · doi:10.1538/expanim.52.129 · Cited by 18
Lipid studies in retinitis pigmentosa
McColl, A. J., & Converse, C. A. (1995) · Progress in Lipid Research · doi:10.1016/0163-7827(94)00004-6 · Cited by 15
Occurrence of long and very long polyenoic fatty acids of the n‐9 series in rat spermatozoa
Aveldaño, M. I., Rotstein, N. P., & Vermouth, N. T. (1992) · Lipids · doi:10.1007/bf02536023 · Cited by 16
RECENT CHEMICAL STUDIES RELATED TO VISION
DeGrip, W. J. (1988) · Photochemistry and Photobiology · doi:10.1111/j.1751-1097.1988.tb02895.x · Cited by 16
Role of Elovl4 Protein in the Biosynthesis of Docosahexaenoic Acid
Agbaga, M., Brush, R. S., Mandal, M. N. A., Elliott, M. H., Al‐Ubaidi, M. R., & Anderson, R. E. (2009) · Advances in experimental medicine and biology · doi:10.1007/978-1-4419-1399-9_27 · Cited by 15
Thermal behavior of liposomes containing PCs with long and very long chain PUFAs isolated from retinal rod outer segment membranes
Antollini, S. S., & Aveldaño, M. I. (2002) · Journal of Lipid Research · doi:10.1194/jlr.m200057-jlr200 · Cited by 15

Authors: Aveldaño, M. I.
Corresponding author: Aveldaño, M I
Venue: Journal of Biological Chemistry
Publisher: Elsevier BV
Published: 1987-01
Volume: 262
Issue: 3
Pages: 1172-1179
ISSN: 0021-9258 (ISSN-L)
DOI: 10.1016/s0021-9258(19)75767-6
OpenAlex: W1567065116
Cited by: 142
References: 19
Citations by year: 2026: 2 · 2025: 1 · 2024: 2 · 2023: 3 · 2022: 4 · 2021: 7 · 2020: 3 · 2019: 5 · 2018: 6 · 2017: 5 · 2016: 3 · 2015: 4 · 2014: 6 · 2013: 2 · 2012: 2
FWCI: 8.29
Type: journal article
Language: en
Open access: hybrid
doi.org
Licence: cc-by
www.elsevier.com/tdm/userlicense/1.0/ (tdm)
www.elsevier.com/legal/tdmrep-license (tdm)
creativecommons.org/licenses/by/4.0/ (vor, 12355 d)
Locations: Journal of Biological Chemistry (publishedVersion, cc-by)
PubMed (publishedVersion)
Topics: Health Sciences › Nursing › Nutrition and Dietetics › Fatty Acid Research and Health
Life Sciences › Biochemistry, Genetics and Molecular Biology › Biochemistry › Lipid metabolism and biosynthesis
Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Lipid Membrane Structure and Behavior
Keywords: vertebrate retina, photoreceptor membranes, docosahexaenoic acid, omega-6 fatty acids, omega-3 fatty acids, fatty acid methyl esters, HPLC, gas-liquid chromatography, glycerophospholipids, fish retina, birds, mammals
MeSH terms: Animals, Cattle, Chromatography, Gas, Chromatography, High Pressure Liquid, Chromatography, Thin Layer, Fatty Acids, Unsaturated, Phosphatidylcholines, Photoreceptor Cells, Retina

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 ›

Are you an author, or do you see a problem with this page? Request a review

A novel group of very long chain polyenoic fatty acids in dipolyunsaturated phosphatidylcholines from vertebrate retina

Abstract

Overview

Integrity signals

Verification

Claims the paper makes

Claims other papers make about this one

Citations

Cites

Cited by

Related

Metadata

Record

About these checks