alpha-linolenic acid

Alpha-linolenic acid is a lipid of Fatty Acyls (FA) class. Alpha-linolenic acid is associated with abnormalities such as Coronary heart disease, abnormal fragmented structure, Arterial thrombosis and Subarachnoid Hemorrhage. The involved functions are known as Anabolism, Signal, Transcription, Genetic, Saturated and Regulation. Alpha-linolenic acid often locates in Blood, Body tissue, Plasma membrane, Hepatic and peroxisome. The associated genes with alpha-linolenic acid are FATE1 gene, volicitin, CYP2U1 gene, CYP1A2 gene and CYP2J2 gene. The related lipids are Fatty Acids, Dietary Fatty Acid, stearidonic acid and Fatty Acids, Nonesterified.

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Introduction

To understand associated biological information of alpha-linolenic acid, we collected biological information of abnormalities, associated pathways, cellular/molecular locations, biological functions, related genes/proteins, lipids and common seen animal/experimental models with organized paragraphs from literatures.

What diseases are associated with alpha-linolenic acid?

alpha-linolenic acid is suspected in Coronary heart disease, Arterial thrombosis, Subarachnoid Hemorrhage and other diseases in descending order of the highest number of associated sentences.

Related references are mostly published in these journals:

Disease Cross reference Weighted score Related literature
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Possible diseases from mapped MeSH terms on references

We collected disease MeSH terms mapped to the references associated with alpha-linolenic acid

MeSH term MeSH ID Detail
Insulin Resistance D007333 99 associated lipids
Learning Disorders D007859 11 associated lipids
Lipid Metabolism, Inborn Errors D008052 26 associated lipids
Liver Diseases D008107 31 associated lipids
Long QT Syndrome D008133 10 associated lipids
Lung Neoplasms D008175 171 associated lipids
Metabolism, Inborn Errors D008661 46 associated lipids
Myocardial Infarction D009203 21 associated lipids
Neoplasms D009369 13 associated lipids
Neuroblastoma D009447 66 associated lipids
Night Blindness D009755 1 associated lipids
Otorhinolaryngologic Neoplasms D010039 2 associated lipids
Pain D010146 64 associated lipids
Exocrine Pancreatic Insufficiency D010188 6 associated lipids
Pancreatic Neoplasms D010190 77 associated lipids
Pancytopenia D010198 6 associated lipids
Paraplegia D010264 8 associated lipids
Adenomatous Polyposis Coli D011125 16 associated lipids
Precancerous Conditions D011230 48 associated lipids
Pregnancy Complications D011248 19 associated lipids
Prostatic Hyperplasia D011470 20 associated lipids
Pseudomonas Infections D011552 25 associated lipids
Retinal Degeneration D012162 9 associated lipids
Retinitis Pigmentosa D012174 6 associated lipids
Retinoblastoma D012175 12 associated lipids
Sebaceous Gland Neoplasms D012626 2 associated lipids
Seizures D012640 87 associated lipids
Stomatitis, Aphthous D013281 1 associated lipids
Thrombosis D013927 49 associated lipids
Tuberculosis D014376 20 associated lipids
Ventricular Fibrillation D014693 16 associated lipids
Vitamin E Deficiency D014811 29 associated lipids
Colorectal Neoplasms D015179 10 associated lipids
Zellweger Syndrome D015211 39 associated lipids
Weight Gain D015430 101 associated lipids
Torsades de Pointes D016171 2 associated lipids
Death, Sudden, Cardiac D016757 12 associated lipids
Malaria, Falciparum D016778 22 associated lipids
Tachycardia, Ventricular D017180 9 associated lipids
Community-Acquired Infections D017714 8 associated lipids
Carcinoma, Ductal, Breast D018270 19 associated lipids
Depression, Postpartum D019052 3 associated lipids
Aging, Premature D019588 1 associated lipids
Infarction, Middle Cerebral Artery D020244 35 associated lipids
Neurotoxicity Syndromes D020258 34 associated lipids
Stroke D020521 32 associated lipids
Spinal Cord Ischemia D020760 2 associated lipids
Dyskinesias D020820 3 associated lipids
Metabolic Syndrome D024821 44 associated lipids
Vitamin B 6 Deficiency D026681 10 associated lipids
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PubChem Associated disorders and diseases

What pathways are associated with alpha-linolenic acid

There are no associated biomedical information in the current reference collection.

PubChem Biomolecular Interactions and Pathways

Link to PubChem Biomolecular Interactions and Pathways

What cellular locations are associated with alpha-linolenic acid?

Related references are published most in these journals:

Location Cross reference Weighted score Related literatures
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What functions are associated with alpha-linolenic acid?


Related references are published most in these journals:

Function Cross reference Weighted score Related literatures

What lipids are associated with alpha-linolenic acid?

Related references are published most in these journals:

Lipid concept Cross reference Weighted score Related literatures
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What genes are associated with alpha-linolenic acid?

Related references are published most in these journals:


Gene Cross reference Weighted score Related literatures

What common seen animal models are associated with alpha-linolenic acid?

There are no associated biomedical information in the current reference collection.

NCBI Entrez Crosslinks

All references with alpha-linolenic acid

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Authors Title Published Journal PubMed Link
Simopoulos AP Omega-3 fatty acids and antioxidants in edible wild plants. 2004 Biol. Res. pmid:15455656
Ipatova OM et al. [Biological activity of linseed oil as the source of omega-3 alpha-linolenic acid]. 2004 Jan-Feb Biomed Khim pmid:15108624
Blondeau N et al. Alpha-linolenic acid: an omega-3 fatty acid with neuroprotective properties-ready for use in the stroke clinic? 2015 Biomed Res Int pmid:25789320
Villar-Tajadura MA et al. Production of conjugated linoleic and conjugated α-linolenic acid in a reconstituted skim milk-based medium by bifidobacterial strains isolated from human breast milk. 2014 Biomed Res Int pmid:25110689
Arya E et al. Effect of Perilla frutescens fixed oil on experimental esophagitis in albino Wistar rats. 2013 Biomed Res Int pmid:24027769
Chen T et al. Perilla Oil Supplementation Ameliorates High-Fat/High-Cholesterol Diet Induced Nonalcoholic Fatty Liver Disease in Rats via Enhanced Fecal Cholesterol and Bile Acid Excretion. 2016 Biomed Res Int pmid:27642591
Tian Y et al. Perilla Oil Has Similar Protective Effects of Fish Oil on High-Fat Diet-Induced Nonalcoholic Fatty Liver Disease and Gut Dysbiosis. 2016 Biomed Res Int pmid:27051672
Blasig IE et al. Effect of troxerutin and methionine on spin trapping of free oxy-radicals. 1988 Biomed. Biochim. Acta pmid:2907855
Bourre JM Dietary omega-3 fatty acids for women. 2007 Feb-Apr Biomed. Pharmacother. pmid:17254747
Miyazawa D et al. Biochemical responses to dietary α-linolenic acid restriction proceed differently among brain regions in mice. 2011 Biomed. Res. pmid:21878731
Akakabe Y et al. Enantioselective formation of (R)-9-HPODE and (R)-9-HPOTrE in marine green alga Ulva conglobata. 2002 Bioorg. Med. Chem. pmid:12150862
Dang HT et al. Evaluation of endogenous fatty acid amides and their synthetic analogues as potential anti-inflammatory leads. 2011 Bioorg. Med. Chem. pmid:21257314
Kai K et al. Structure and biological activity of novel FN analogs as flowering inducers. 2008 Bioorg. Med. Chem. pmid:18952445
Liu J et al. Ganoderic acid DM: anti-androgenic osteoclastogenesis inhibitor. 2009 Bioorg. Med. Chem. Lett. pmid:19289282
Tanaka A and Nishizaki T The newly synthesized linoleic acid derivative FR236924 induces a long-lasting facilitation of hippocampal neurotransmission by targeting nicotinic acetylcholine receptors. 2003 Bioorg. Med. Chem. Lett. pmid:12643906
Huan ML et al. Conjugation with alpha-linolenic acid improves cancer cell uptake and cytotoxicity of doxorubicin. 2009 Bioorg. Med. Chem. Lett. pmid:19329312
Guo W and Hamilton JA Phase behavior and crystalline structures of cholesteryl ester mixtures: a C-13 MASNMR study. 1995 Biophys. J. pmid:7647242
Choi JI et al. Development of microalga Scenedesmus dimorphus mutant with higher lipid content by radiation breeding. 2014 Bioprocess Biosyst Eng pmid:24871276
Li M et al. Solid phase extraction and enrichment of essential fatty acid methyl esters from soy-derived biodiesel by novel pi-complexing sorbents. 2009 Bioresour. Technol. pmid:19692237
Szentmihályi K et al. Rose hip (Rosa canina L.) oil obtained from waste hip seeds by different extraction methods. 2002 Bioresour. Technol. pmid:12003323
Zheng MM et al. Immobilization of Candida rugosa lipase on hydrophobic/strong cation-exchange functional silica particles for biocatalytic synthesis of phytosterol esters. 2012 Bioresour. Technol. pmid:22209442
Cheon SH et al. Effect of dietary linoleate/alpha-linolenate balance on the brain lipid composition, reproductive outcome and behavior of rats during their prenatal and postnatal development. 2000 Biosci. Biotechnol. Biochem. pmid:11193394
Ikeda I et al. Effects of dietary alpha-linolenic, eicosapentaenoic and docosahexaenoic acids on hepatic lipogenesis and beta-oxidation in rats. 1998 Biosci. Biotechnol. Biochem. pmid:9614698
Itoh S et al. Synthesis of the (17R)- and (17S)-isomers of volicitin, an elicitor of plant volatiles contained in the oral secretion of the beet armyworm. 2002 Biosci. Biotechnol. Biochem. pmid:12224650
Inagaki K et al. Evidence of isozymes for delta6 fatty acid desaturase in rat hepatocytes. 2003 Biosci. Biotechnol. Biochem. pmid:12729021
Shirasaka N et al. Microbial synthesis of trans isomer of eicosapentaenoic acid (EPA) from the chemically synthesized trans isomer of linolenic acid by a delta12 desaturase-defective mutant of Mortierella alpina 1S-4. 2003 Biosci. Biotechnol. Biochem. pmid:12834302
Mori N et al. Identification of volicitin-related compounds from the regurgitant of lepidopteran caterpillars. 2003 Biosci. Biotechnol. Biochem. pmid:12834303
Ishikawa C et al. Efficient incorporation of free oxygen into volicitin in Spodoptera litura common cutworm larvae. 2009 Biosci. Biotechnol. Biochem. pmid:19661708
Egusa Saiga A and Nishimura T Antioxidative properties of peptides obtained from porcine myofibrillar proteins by a protease treatment in an Fe (II)-induced aqueous lipid peroxidation system. 2013 Biosci. Biotechnol. Biochem. pmid:24200778
Petkova-Andonova M et al. CYP92B1, A cytochrome P450, expressed in petunia flower buds, that catalyzes monooxidation of long-chain fatty acids. 2002 Biosci. Biotechnol. Biochem. pmid:12400678
Sun L et al. Inhibition of osteoporosis due to restricted food intake by the fish oils DHA and EPA and perilla oil in the rat. 2004 Biosci. Biotechnol. Biochem. pmid:15618634
Yoshinaga N et al. Specific incorporation of L-glutamine into volicitin in the regurgitant of Spodoptera litura. 2003 Biosci. Biotechnol. Biochem. pmid:14730148
Alamsjah MA et al. Isolation and structure determination of algicidal compounds from Ulva fasciata. 2005 Biosci. Biotechnol. Biochem. pmid:16306701
Araseki M et al. Oxidative stability of polyunsaturated fatty acid in phosphatidylcholine liposomes. 2002 Biosci. Biotechnol. Biochem. pmid:12596850
Lim BO et al. Effects of n-3 polyunsaturated fatty acids and lectins on immunoglobulin production by spleen lymphocytes of Sprague-Dawley rats. 1996 Biosci. Biotechnol. Biochem. pmid:8695902
Kaku S et al. Interactions of dietary fats and proteins on fatty acid composition of immune cells and LTB4 production by peritoneal exudate cells of rats. 2001 Biosci. Biotechnol. Biochem. pmid:11302164
Sharma R et al. Mulberry moracins: scavengers of UV stress-generated free radicals. 2001 Biosci. Biotechnol. Biochem. pmid:11471743
Sawada Y et al. Absolute configuration of volicitin from the regurgitant of lepidopteran caterpillars and biological activity of volicitin-related compounds. 2006 Biosci. Biotechnol. Biochem. pmid:16960380
Kawamoto S et al. Lack of effect of the abnormal fatty acid metabolism in NC/Nga mice on their atopic dermatitis. 2001 Biosci. Biotechnol. Biochem. pmid:11302182
Aboshi T et al. Efficient incorporation of unsaturated fatty acids into volicitin-related compounds in Spodoptera litura (Lepidoptera: Noctuidae). 2007 Biosci. Biotechnol. Biochem. pmid:17284824
Gu JY et al. Effect of dietary fats and sesamin on the lipid metabolism and immune function of Sprague-Dawley rats. 1998 Biosci. Biotechnol. Biochem. pmid:9836427
Huan M et al. In vivo anti-tumor activity of a new doxorubicin conjugate via α-linolenic acid. 2012 Biosci. Biotechnol. Biochem. pmid:22878199
Grewe C and Griehl C Time- and media-dependent secondary carotenoid accumulation in Haematococcus pluvialis. 2008 Biotechnol J pmid:18683169
Oh HJ et al. Production of 10-hydroxy-12,15(Z,Z)-octadecadienoic acid from α-linolenic acid by permeabilized cells of recombinant Escherichia coli expressing the oleate hydratase gene of Stenotrophomonas maltophilia. 2013 Biotechnol. Lett. pmid:23690042
Hamada T et al. Reduction of trienoic fatty acid content by expression of a double-stranded RNA of a plastid omega-3 fatty acid desaturase gene in transgenic tobacco. 2006 Biotechnol. Lett. pmid:16786241
Upchurch RG Fatty acid unsaturation, mobilization, and regulation in the response of plants to stress. 2008 Biotechnol. Lett. pmid:18227974
Gupta R and Prabhune AA Structural determination and chemical esterification of the sophorolipids produced by Candida bombicola grown on glucose and α-linolenic acid. 2012 Biotechnol. Lett. pmid:22167634
Li M et al. Isolation of a novel C18-Δ9 polyunsaturated fatty acid specific elongase gene from DHA-producing Isochrysis galbana H29 and its use for the reconstitution of the alternative Δ8 pathway in Saccharomyces cerevisiae. 2011 Biotechnol. Lett. pmid:21538137
Chojnacka A et al. Enzymatic enrichment of egg-yolk phosphatidylcholine with alpha-linolenic acid. 2009 Biotechnol. Lett. pmid:19165607
Tu WC et al. Barramundi (Lates calcarifer) desaturase with Δ6/Δ8 dual activities. 2012 Biotechnol. Lett. pmid:22391738
Gracious BL et al. Randomized, placebo-controlled trial of flax oil in pediatric bipolar disorder. 2010 Bipolar Disord pmid:20402707
Knudsen VK et al. Fish oil in various doses or flax oil in pregnancy and timing of spontaneous delivery: a randomised controlled trial. 2006 BJOG pmid:16579802
Christensen JH et al. Prostate tissue and leukocyte levels of n-3 polyunsaturated fatty acids in men with benign prostate hyperplasia or prostate cancer. 2006 BJU Int. pmid:16430627
Stivala S et al. Dietary α-linolenic acid increases the platelet count in ApoE-/- mice by reducing clearance. 2013 Blood pmid:23801636
Hisha H et al. Isolation and identification of hematopoietic stem cell-stimulating substances from Kampo (Japanese herbal) medicine, Juzen-taiho-to. 1997 Blood pmid:9242532
Belayachi L et al. Retama monosperma n-hexane extract induces cell cycle arrest and extrinsic pathway-dependent apoptosis in Jurkat cells. 2014 BMC Complement Altern Med pmid:24460687
Yang Q et al. Anti-thrombotic effects of α-linolenic acid isolated from Zanthoxylum bungeanum Maxim seeds. 2014 BMC Complement Altern Med pmid:25252789
Masoko P et al. Isolation of alpha-linolenic acid from Sutherlandia frutescens and its inhibition of Mycobacterium tuberculosis' shikimate kinase enzyme. 2016 BMC Complement Altern Med pmid:27639973
Cole C et al. Arum Palaestinum with isovanillin, linolenic acid and β-sitosterol inhibits prostate cancer spheroids and reduces the growth rate of prostate tumors in mice. 2015 BMC Complement Altern Med pmid:26243305
Jubie S et al. Isolation of methyl gamma linolenate from Spirulina platensis using flash chromatography and its apoptosis inducing effect. 2015 BMC Complement Altern Med pmid:26238515
Singer SD et al. Development and characterization of low α-linolenic acid Brassica oleracea lines bearing a novel mutation in a 'class a' FATTY ACID DESATURASE 3 gene. 2014 BMC Genet. pmid:25167929
Wang X et al. Transcriptome analysis of Sacha Inchi (Plukenetia volubilis L.) seeds at two developmental stages. 2012 BMC Genomics pmid:23256450
Wang Z et al. De novo characterization of the banana root transcriptome and analysis of gene expression under Fusarium oxysporum f. sp. Cubense tropical race 4 infection. 2012 BMC Genomics pmid:23170772
Demorest ZL et al. Direct stacking of sequence-specific nuclease-induced mutations to produce high oleic and low linolenic soybean oil. 2016 BMC Plant Biol. pmid:27733139
Mariutto M et al. The elicitation of a systemic resistance by Pseudomonas putida BTP1 in tomato involves the stimulation of two lipoxygenase isoforms. 2011 BMC Plant Biol. pmid:21294872
Zheng JS et al. Intake of fish and marine n-3 polyunsaturated fatty acids and risk of breast cancer: meta-analysis of data from 21 independent prospective cohort studies. 2013 BMJ pmid:23814120
Ascherio A et al. Dietary fat and risk of coronary heart disease in men: cohort follow up study in the United States. 1996 BMJ pmid:8688759
Khaw KT Dietary fats and breast cancer risk. 2013 BMJ pmid:23861431
Vos E Modified Mediterranean diet and survival: key confounder was missed. 2005 BMJ pmid:15933360
Bolton-Smith C et al. Comparative aspects of omega-3 and omega-6 polyunsaturated fatty acids in rabbits and rats: effects on platelet function, thromboxane and prostacyclin generation, tissue phospholipid fatty acids and membrane fluidity. 1984 Br J Clin Pract Suppl pmid:6091719
Bougnoux P et al. alpha-Linolenic acid content of adipose breast tissue: a host determinant of the risk of early metastasis in breast cancer. 1994 Br. J. Cancer pmid:7914425
Hussey HJ and Tisdale MJ Mechanism of the anti-tumour effect of 2,3,5-trimethyl-6-(3-pyridylmethyl) 1,4-benzoquinone (CV-6504). 1997 Br. J. Cancer pmid:9062405
Vartak S et al. Gamma-linolenic acid (GLA) is cytotoxic to 36B10 malignant rat astrocytoma cells but not to 'normal' rat astrocytes. 1998 Br. J. Cancer pmid:9635836
Manku MS et al. Essential fatty acids in the plasma phospholipids of patients with atopic eczema. 1984 Br. J. Dermatol. pmid:6329254
Yepuri G et al. Dietary modulation of body composition and insulin sensitivity during catch-up growth in rats: effects of oils rich in n-6 or n-3 PUFA. 2011 Br. J. Nutr. pmid:21281526
Fretts AM et al. Plasma phospholipid and dietary α-linolenic acid, mortality, CHD and stroke: the Cardiovascular Health Study. 2014 Br. J. Nutr. pmid:25159901
Ibrahim A et al. Impact of maternal dietary fatty acid composition on glucose and lipid metabolism in male rat offspring aged 105 d. 2009 Br. J. Nutr. pmid:19166630
Sanderson P et al. UK Food Standards Agency alpha-linolenic acid workshop report. 2002 Br. J. Nutr. pmid:12425738
Arab K et al. Conjugated linoleic acid, unlike other unsaturated fatty acids, strongly induces glutathione synthesis without any lipoperoxidation. 2006 Br. J. Nutr. pmid:17092368
MacIntosh BA et al. Low-n-6 and low-n-6 plus high-n-3 diets for use in clinical research. 2013 Br. J. Nutr. pmid:23328113
Chicco AG et al. Dietary chia seed (Salvia hispanica L.) rich in alpha-linolenic acid improves adiposity and normalises hypertriacylglycerolaemia and insulin resistance in dyslipaemic rats. 2009 Br. J. Nutr. pmid:18492301
Pawlosky R et al. n-3 fatty acid metabolism in women. 2003 Br. J. Nutr. pmid:14667193
Saito M and Kubo K Relationship between tissue lipid peroxidation and peroxidizability index after alpha-linolenic, eicosapentaenoic, or docosahexaenoic acid intake in rats. 2003 Br. J. Nutr. pmid:12568661
Tyagi A et al. Attenuation of colonic inflammation by partial replacement of dietary linoleic acid with α-linolenic acid in a rat model of inflammatory bowel disease. 2012 Br. J. Nutr. pmid:22243775
Martínez-Ramírez HR et al. Whole-body retention of α-linolenic acid and its apparent conversion to other n-3 PUFA in growing pigs are reduced with the duration of feeding α-linolenic acid. 2014 Br. J. Nutr. pmid:24438755
Burdge GC et al. Effect of altered dietary n-3 fatty acid intake upon plasma lipid fatty acid composition, conversion of [13C]alpha-linolenic acid to longer-chain fatty acids and partitioning towards beta-oxidation in older men. 2003 Br. J. Nutr. pmid:12908891
Koga T et al. Linoleic and alpha-linolenic acids differently modify the effects of elaidic acid on polyunsaturated fatty acid metabolism and some immune indices in rats. 1997 Br. J. Nutr. pmid:9155511
Levitan EB et al. α-Linolenic acid, linoleic acid and heart failure in women. 2012 Br. J. Nutr. pmid:22172525
Harbige LS et al. Prevention of experimental autoimmune encephalomyelitis in Lewis rats by a novel fungal source of gamma-linolenic acid. 1995 Br. J. Nutr. pmid:8541276
Huang F et al. EPA inhibits the inhibitor of κBα (IκBα)/NF-κB/muscle RING finger 1 pathway in C2C12 myotubes in a PPARγ-dependent manner. 2011 Br. J. Nutr. pmid:20955633
Myhrstad MC et al. Effect of the fat composition of a single high-fat meal on inflammatory markers in healthy young women. 2011 Br. J. Nutr. pmid:21736782
Brinkman MT et al. Intake of α-linolenic acid and other fatty acids in relation to the risk of bladder cancer: results from the New Hampshire case-control study. 2011 Br. J. Nutr. pmid:21736846
Gopinath B et al. Consumption of long-chain n-3 PUFA, α-linolenic acid and fish is associated with the prevalence of chronic kidney disease. 2011 Br. J. Nutr. pmid:21255476
Arshad A et al. Potential applications of fish oils rich in n-3 fatty acids in the palliative treatment of advanced pancreatic cancer. 2011 Br. J. Nutr. pmid:21745426
Arsenault D et al. Chronic dietary intake of α-linolenic acid does not replicate the effects of DHA on passive properties of entorhinal cortex neurons. 2012 Br. J. Nutr. pmid:21851757
Yang L et al. Alpha-linolenic acid but not conjugated linolenic acid is hypocholesterolaemic in hamsters. 2005 Br. J. Nutr. pmid:15946404
Takahashi Y and Ide T Dietary n-3 fatty acids affect mRNA level of brown adipose tissue uncoupling protein 1, and white adipose tissue leptin and glucose transporter 4 in the rat. 2000 Br. J. Nutr. pmid:11029968
Seppänen-Laakso T et al. Replacement of butter on bread by rapeseed oil and rapeseed oil-containing margarine: effects on plasma fatty acid composition and serum cholesterol. 1992 Br. J. Nutr. pmid:1362891
Gerber M Omega-3 fatty acids and cancers: a systematic update review of epidemiological studies. 2012 Br. J. Nutr. pmid:22591896
Vyncke KE et al. Dietary fatty acid intake, its food sources and determinants in European adolescents: the HELENA (Healthy Lifestyle in Europe by Nutrition in Adolescence) Study. 2012 Br. J. Nutr. pmid:22370331