EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

sphingomyelin
N-acyl-sphingosylphosphocholines

Supplier Sponsors

Name:2-[[(E,2S,3R)-2-formamido-3-hydroxyoctadec-4-enoxy]-hydroxyphosphoryl]oxyethyl-trimethylazanium
CAS Number: 85187-10-6Picture of molecule3D/inchi
FDA UNII: 25WE4JC35O
MDL:MFCD00132361
XlogP3-AA:5.00 (est)
Molecular Weight:493.64546200
Formula:C24 H50 N2 O6 P
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:cosmetic ingredient for skin conditioning
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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PubMed:Search
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Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Soluble in:
 water, 4.541 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: skin conditioning
 
Suppliers:
BOC Sciences
For experimental / research use only.
SPHINGOMYELIN
Santa Cruz Biotechnology
For experimental / research use only.
Sphingomyelin ≥98%
Sigma-Aldrich
For experimental / research use only.
Sphingomyelin from chicken egg yolk, ≥98.0% (TLC)
 
Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
cosmetic ingredient for skin conditioning
Recommendation for sphingomyelin usage levels up to:
 not for fragrance use.
 
Recommendation for sphingomyelin flavor usage levels up to:
 not for flavor use.
 
Safety References:
European Food Safety Authority (EFSA) reference(s):

Dietary Reference Values for choline
View page or View pdf

EPI System: View
ClinicalTrials.gov:search
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :44176376
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
2-[[(E,2S,3R)-2-formamido-3-hydroxyoctadec-4-enoxy]-hydroxyphosphoryl]oxyethyl-trimethylazanium
Chemidplus:0085187106
 
References:
 2-[[(E,2S,3R)-2-formamido-3-hydroxyoctadec-4-enoxy]-hydroxyphosphoryl]oxyethyl-trimethylazanium
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):44176376
Pubchem (sid):135165623
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
KEGG (GenomeNet):C00550
HMDB (The Human Metabolome Database):HMDB01348
FooDB:FDB022570
FDA Listing of Food Additive Status:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
N-acyl-sphingosylphosphocholines
2-[[(E,2S,3R)-2-formamido-3-hydroxyoctadec-4-enoxy]-hydroxyphosphoryl]oxyethyl-trimethylazanium
 

Articles:

PubMed:Butter serums and buttermilks as sources of bioactive lipids from the milk fat globule membrane: Differences in their lipid composition and potentialities of cow diet to increase n-3 PUFA.
PubMed:Oxysterols Versus Cholesterol in Model Neuronal Membrane. I. The Case of 7-Ketocholesterol. The Langmuir Monolayer Study.
PubMed:Recombinant Lipase from Gibberella zeae Exhibits Broad Substrate Specificity: A Comparative Study on Emulsified and Monomolecular Substrate.
PubMed:Fatty acid composition and phospholipid types used in infant formulas modifies the establishment of human gut bacteria in germ-free mice.
PubMed:Colocalization of receptors for Shiga toxins with lipid rafts in primary human renal glomerular endothelial cells and influence of D-PDMP on synthesis and distribution of glycosphingolipid receptors.
PubMed:Tryptophan to Arginine Substitution in Puroindoline-b Alters Binding to Model Eukaryotic Membrane.
PubMed:Adjustment of Dysregulated Ceramide Metabolism in a Murine Model of Sepsis-Induced Cardiac Dysfunction.
PubMed:Higher dietary intakes of choline and betaine are associated with a lower risk of primary liver cancer: a case-control study.
PubMed:Milk Fermented by Lactic Acid Bacteria Enhances the Absorption of Dietary Sphingomyelin in Rats.
PubMed:Lipid droplets coated with milk fat globule membrane fragments: Microstructure and functional properties as a function of pH.
PubMed:Dietary Choline Intake Is Directly Associated with Bone Mineral Density in the Hordaland Health Study.
PubMed:Digestion of Ceramide 2-Aminoethylphosphonate, a Sphingolipid from the Jumbo Flying Squid Dosidicus gigas, in Mice.
PubMed:The miscibility of milk sphingomyelin and cholesterol is affected by temperature and surface pressure in mixed Langmuir monolayers.
PubMed:The effects of graded levels of calorie restriction: IX. Global metabolomic screen reveals modulation of carnitines, sphingolipids and bile acids in the liver of C57BL/6 mice.
PubMed:Global Metabolic Profiling of Plasma Shows that Three-Year Mild-Caloric Restriction Lessens an Age-Related Increase in Sphingomyelin and Reduces L-leucine and L-phenylalanine in Overweight and Obese Subjects.
PubMed:New insights into the effects of onion consumption on lipid mediators using a diet-induced model of hypercholesterolemia.
PubMed:Identification of phospholipids classes and molecular species in different types of egg yolk by using UPLC-Q-TOF-MS.
PubMed:Untargeted metabolomic analysis of human serum samples associated with different levels of red meat consumption: A possible indicator of type 2 diabetes?
PubMed:Sphingomyelin generated by sphingomyelin synthase 1 is involved in attachment and infection with Japanese encephalitis virus.
PubMed:Lipid domains in the milk fat globule membrane: Dynamics investigated in situ in milk in relation to temperature and time.
PubMed:Choline absorption and evaluation of bioavailability markers when supplementing choline to lactating dairy cows.
PubMed:Alterations in the plasma metabolite profile associated with improved hepatic function and glycemia in mice fed lingonberry supplemented high-fat diets.
PubMed:Shiga toxin glycosphingolipid receptors and their lipid membrane ensemble in primary human blood-brain barrier endothelial cells.
PubMed:The dietary effect of milk sphingomyelin on the lipid metabolism of obese/diabetic KK-A(y) mice and wild-type C57BL/6J mice.
PubMed:Anticancer Activity of Buttermilk Against SW480 Colon Cancer Cells is Associated with Caspase-Independent Cell Death and Attenuation of Wnt, Akt, and ERK Signaling.
PubMed:Cholesterol Decreases the Size and the Mechanical Resistance to Rupture of Sphingomyelin Rich Domains, in Lipid Bilayers Studied as a Model of the Milk Fat Globule Membrane.
PubMed:Strong Inhibition of Secretory Sphingomyelinase by Catechins, Particularly by (-)-Epicatechin 3-O-Gallate and (-)-3'-O-Methylepigallocatechin 3-O-Gallate.
PubMed:Isolation and Characterization of Chicken Yolk Vitelline Membrane Lipids Using Eggs Enriched With Conjugated Linoleic Acid.
PubMed:A lipidomics investigation into the intervention of celastrol in experimental colitis.
PubMed:The dynamics of the biological membrane surrounding the buffalo milk fat globule investigated as a function of temperature.
PubMed:Impact of 4-epi-oxytetracycline on the gut microbiota and blood metabolomics of Wistar rats.
PubMed:Sphingolipid profile alters in retinal dystrophic P23H-1 rats and systemic FTY720 can delay retinal degeneration.
PubMed:Vincristine Sulfate Liposomes Injection (VSLI, Marqibo®): Results From a Phase I Study in Children, Adolescents, and Young Adults With Refractory Solid Tumors or Leukemias.
PubMed:Genetics of Lipid-Storage Management in Caenorhabditis elegans Embryos.
PubMed:Detection of related substances in polyene phosphatidyl choline extracted from soybean and in its commercial capsule by comprehensive supercritical fluid chromatography with mass spectrometry compared with HPLC with evaporative light scattering detection.
PubMed:Decrease in Sphingomyelin (d18:1/16:0) in Stem Villi and Phosphatidylcholine (16:0/20:4) in Terminal Villi of Human Term Placentas with Pathohistological Maternal Malperfusion.
PubMed:Lipid Adaptation of Shrimp Rimicaris exoculata in Hydrothermal Vent.
PubMed:UPLC-HRMS based metabolomics reveals the sphingolipids with long fatty chains and olefinic bonds up-regulated in metabolic pathway for hypoxia preconditioning.
PubMed:[Alteration of serum lipid profile in young men with different somatotypes after food load].
PubMed:Epidermal Hydration Is Improved by Enhanced Ceramide Metabolism in Aged C57BL/6J Mice After Dietary Supplementation of Royal Jelly.
PubMed:Discovery, synthesis and biological evaluation of 2-(4-(N-phenethylsulfamoyl)phenoxy)acetamides (SAPAs) as novel sphingomyelin synthase 1 inhibitors.
PubMed:Dietary Milk Sphingomyelin Prevents Disruption of Skin Barrier Function in Hairless Mice after UV-B Irradiation.
PubMed:Sphingosine Kinase-1 Protects Multiple Myeloma from Apoptosis Driven by Cancer-Specific Inhibition of RTKs.
PubMed:Milk Phospholipids Enhance Lymphatic Absorption of Dietary Sphingomyelin in Lymph-Cannulated Rats.
PubMed:Milk Polar Lipids Affect In Vitro Digestive Lipolysis and Postprandial Lipid Metabolism in Mice.
PubMed:Modulation of Acid Sphingomyelinase in Melanoma Reprogrammes the Tumour Immune Microenvironment.
PubMed:Development of a mass-spectrometry-based lipidomics platform for the profiling of phospholipids and sphingolipids in brain tissues.
PubMed:Phospholipids in Human Milk and Infant Formulas: Benefits and Needs for Correct Infant Nutrition.
PubMed:The association of low-molecular-weight hydrophobic compounds with native casein micelles in bovine milk.
PubMed:Are PEGylated liposomes better than conventional liposomes? A special case for vincristine.
PubMed:Composition and microstructure of colostrum and mature bovine milk fat globule membrane.
PubMed:Amino acids, lipid metabolites, and ferritin as potential mediators linking red meat consumption to type 2 diabetes.
PubMed:Activation of sphingosine kinase 2 by endoplasmic reticulum stress ameliorates hepatic steatosis and insulin resistance in mice.
PubMed:Choline and betaine intake and colorectal cancer risk in Chinese population: a case-control study.
PubMed:Altered concentrate to forage ratio in cows ration enhanced bioproduction of specific size subpopulation of milk fat globules.
PubMed:Functional characterization of enzymes catalyzing ceramide phosphoethanolamine biosynthesis in mice.
PubMed:Dietary predictors of arterial stiffness in a cohort with type 1 and type 2 diabetes.
PubMed:Milk phospholipids: Organic milk and milk rich in conjugated linoleic acid compared with conventional milk.
PubMed:Application of PCDA/SPH/CHO/Lysine vesicles to detect pathogenic bacteria in chicken.
PubMed:Sphingolipid metabolism regulates development and lifespan in Caenorhabditis elegans.
PubMed:Altered levels of serum sphingomyelin and ceramide containing distinct acyl chains in young obese adults.
PubMed:ABCA1, ABCG1, and ABCG4 are distributed to distinct membrane meso-domains and disturb detergent-resistant domains on the plasma membrane.
PubMed:Sphingomyelin synthase 2, but not sphingomyelin synthase 1, is involved in HIV-1 envelope-mediated membrane fusion.
PubMed:Structural characterization of the pulmonary innate immune protein SPLUNC1 and identification of lipid ligands.
PubMed:Stress-induced ceramide generation and apoptosis via the phosphorylation and activation of nSMase1 by JNK signaling.
PubMed:Choline and choline metabolite patterns and associations in blood and milk during lactation in dairy cows.
PubMed:New insights into the organ-specific adverse effects of fumonisin B1: comparison between lung and liver.
PubMed:Methyl-donor supplementation in obese mice prevents the progression of NAFLD, activates AMPK and decreases acyl-carnitine levels.
PubMed:Improved fatty acid analysis of conjugated linoleic acid rich egg yolk triacylglycerols and phospholipid species.
PubMed:Monolayer spontaneous curvature of raft-forming membrane lipids.
PubMed:Phospholipid Architecture of the Bovine Milk Fat Globule Membrane Using Giant Unilamellar Vesicles as a Model.
PubMed:Hippocampal lipoprotein lipase regulates energy balance in rodents.
PubMed:Supplementation of a dairy drink enriched with milk phospholipids in patients with atopic dermatitis - a double-blind, placebo-controlled, randomized, cross-over study.
PubMed:Long-term food restriction prevents aging-associated sphingolipid turnover dysregulation in the brain.
PubMed:Acid sphingomyelinase determines melanoma progression and metastatic behaviour via the microphtalmia-associated transcription factor signalling pathway.
PubMed:Choline and betaine intakes are associated with reduced risk of nasopharyngeal carcinoma in adults: a case-control study.
PubMed:Sphingomyelin and phosphatidylcholine contrarily affect the induction of apoptosis in intestinal epithelial cells.
PubMed:The relationship between size and lipid composition of the bovine milk fat globule is modulated by lactation stage.
PubMed:Gromwell (Lithospermum erythrorhizon) supplementation enhances epidermal levels of ceramides, glucosylceramides, β-glucocerebrosidase, and acidic sphingomyelinase in NC/Nga mice.
PubMed:Treating relapsed or refractory Philadelphia chromosome-negative acute lymphoblastic leukemia: liposome-encapsulated vincristine.
PubMed:Synergistic antioxidant activity of milk sphingomyeline and its sphingoid base with α-tocopherol on fish oil triacylglycerol.
PubMed:Milk fat content and DGAT1 genotype determine lipid composition of the milk fat globule membrane.
PubMed:Increase in secretory sphingomyelinase activity and specific ceramides in the aorta of apolipoprotein E knockout mice during aging.
PubMed:Ultra-high-performance liquid chromatography-ion trap mass spectrometry characterisation of milk polar lipids from dairy cows fed different diets.
PubMed:Impact of buttermilk consumption on plasma lipids and surrogate markers of cholesterol homeostasis in men and women.
PubMed:[Expression of hemolytic phospholipase C from Pseudomonas aeruginosa in Escherichia coli].
PubMed:Genotoxic effects induced by zearalenone in a human embryonic kidney cell line.
PubMed:Concerted action of sphingomyelinase and non-hemolytic enterotoxin in pathogenic Bacillus cereus.
PubMed:Organization of lipids in the artificial outer membrane of bull spermatozoa reconstructed at the air-water interface.
PubMed:Effect of flavonoid structure on the fluidity of model lipid membranes.
PubMed:Effects of supercritical fluid extraction pressure on chemical composition, microbial population, polar lipid profile, and microstructure of goat cheese.
PubMed:[Genotypic and phenotypic analysis of hemolysis in foodborne Staphylococcus aureus].
PubMed:An improved SPE method for fractionation and identification of phospholipids.
PubMed:Diet-induced hyperinsulinemia differentially affects glucose and protein metabolism: a high-throughput metabolomic approach in rats.
PubMed:Analysis of phospholipids in infant formulas using high performance liquid chromatography-tandem mass spectrometry.
PubMed:Dietary plasmalogen increases erythrocyte membrane plasmalogen in rats.
PubMed:Choline and betaine intake is inversely associated with breast cancer risk: a two-stage case-control study in China.
PubMed:Elongation and desaturation pathways in mammary gland epithelial cells are associated with modulation of fat and membrane composition.
PubMed:Characteristic of lipids and fatty acid compositions of the neon flying squid, Ommastrephes bartramii.
PubMed:Phospholipid fingerprints of milk from different mammalians determined by 31P NMR: towards specific interest in human health.
PubMed:Milk phospholipid and plant sterol-dependent modulation of plasma lipids in healthy volunteers.
PubMed:Human milk fat globules from different stages of lactation: a lipid composition analysis and microstructure characterization.
PubMed:The pilot study: sphingomyelin-fortified milk has a positive association with the neurobehavioural development of very low birth weight infants during infancy, randomized control trial.
PubMed:Sweet buttermilk intake reduces colonisation and translocation of Listeria monocytogenes in rats by inhibiting mucosal pathogen adherence.
PubMed:Ceramide accumulation and up-regulation of proinflammatory interleukin-1β exemplify lipotoxicity to mediate declines of reproductive efficacy of broiler hens.
PubMed:Liquid chromatography-tandem mass spectrometry for the determination of sphingomyelin species from calf brain, ox liver, egg yolk, and krill oil.
PubMed:Tracking phospholipid profiling of muscle from Ctennopharyngodon idellus during storage by shotgun lipidomics.
PubMed:Improved solvent extraction procedure and high-performance liquid chromatography-evaporative light-scattering detector method for analysis of polar lipids from dairy materials.
PubMed:Adipocyte-specific inactivation of Acyl-CoA synthetase fatty acid transport protein 4 (Fatp4) in mice causes adipose hypertrophy and alterations in metabolism of complex lipids under high fat diet.
PubMed:Composition, thermotropic properties, and oxidative stability of freeze-dried and spray-dried milk fat globule membrane isolated from cheese whey.
PubMed:Measurement of phospholipids by hydrophilic interaction liquid chromatography coupled to tandem mass spectrometry: the determination of choline containing compounds in foods.
PubMed:Size-dependent lipid content of bovine milk fat globule and membrane phospholipids.
PubMed:Structural profiling and quantification of sphingomyelin in human breast milk by HPLC-MS/MS.
PubMed:A new high-performance liquid chromatographic method with evaporative light scattering detector for the analysis of phospholipids. Application to Iberian pig subcutaneous fat.
PubMed:Visualization of phosphatidylcholine, lysophosphatidylcholine and sphingomyelin in mouse tongue body by matrix-assisted laser desorption/ionization imaging mass spectrometry.
PubMed:Invariant natural killer T cells from children with versus without food allergy exhibit differential responsiveness to milk-derived sphingomyelin.
PubMed:Use of canonical variate analysis biplot in examination of choline content data of some foods.
PubMed:Selective analysis of lipids by thin-layer chromatography blot matrix-assisted laser desorption/ionization imaging mass spectrometry.
PubMed:Sphingomyelin induces cathepsin D-mediated apoptosis in intestinal epithelial cells and increases inflammation in DSS colitis.
PubMed:Composition and fatty acid distribution of bovine milk phospholipids from processed milk products.
PubMed:Rapid quantitative analysis of sphingolipids in seafood using HPLC with evaporative light-scattering detection: its application in tissue distribution of sphingolipids in fish.
PubMed:Induction of apoptosis by sphingosine, sphinganine, and C(2)-ceramide in human colon cancer cells, but not by C(2)-dihydroceramide.
PubMed:Role of acidic sphingomyelinase in thymol-mediated dendritic cell death.
PubMed:Zinc induced apoptotic death of mouse dendritic cells.
PubMed:Dietary sphingolipids ameliorate disorders of lipid metabolism in Zucker fatty rats.
PubMed:smcL as a novel diagnostic marker for quantitative detection of Listeria ivanovii in biological samples.
PubMed:Triggering of dendritic cell apoptosis by xanthohumol.
PubMed:Analysis of sphingomyelin in meat based on hydrophilic interaction liquid chromatography coupled to electrospray ionization-tandem mass spectrometry (HILIC-HPLC-ESI-MS/MS).
PubMed:Choline and betaine intake and the risk of colorectal cancer in men.
PubMed:Suppression of breast xenograft growth and progression in nude mice: implications for the use of orally administered sphingolipids as chemopreventive agents against breast cancer.
PubMed:Long term effects on human plasma lipoproteins of a formulation enriched in butter milk polar lipid.
PubMed:Phospholipid enrichment in sweet and whey cream buttermilk powders using supercritical fluid extraction.
PubMed:Neutral sphingomyelinase-induced ceramide accumulation by oxidative stress during carbon tetrachloride intoxication.
PubMed:Acid Sphingomyelinase Deficiency Prevents Diet-induced Hepatic Triacylglycerol Accumulation and Hyperglycemia in Mice.
PubMed:Regulation of beta-catenin and connexin-43 expression: targets for sphingolipids in colon cancer prevention.
PubMed:Phospholipid, sphingolipid, and fatty acid compositions of the milk fat globule membrane are modified by diet.
PubMed:Choline status is not a reliable indicator of moderate changes in dietary choline consumption in premenopausal women.
PubMed:The potential of sphingomyelin as a chemopreventive agent in AOM-induced colon cancer model: wild-type and p53+/- mice.
PubMed:Apoptotic effects of dietary and synthetic sphingolipids in androgen-independent (PC-3) prostate cancer cells.
PubMed:Analysis of sphingolipid classes and their contents in meals.
PubMed:Effect of diisopropanolamine upon choline uptake and phospholipid synthesis in Chinese hamster ovary cells.
PubMed:Dietary choline and betaine and the risk of distal colorectal adenoma in women.
PubMed:Folate intake and the MTHFR C677T genotype influence choline status in young Mexican American women.
PubMed:Effect of dietary cholesterol and high fat on ceramide concentration in rat tissues.
PubMed:The responses of rainbow trout gills to high lithium and potassium concentrations in water.
PubMed:Phosphatidylcholine and sphingomyelin containing an elaidoyl fatty acid can form cholesterol-rich lateral domains in bilayer membranes.
PubMed:Common inhibitory serine sites phosphorylated by IRS-1 kinases, triggered by insulin and inducers of insulin resistance.
PubMed:Water-soluble and lipid-soluble arsenic compounds in japanese flying squid Todarodes pacificus.
PubMed:(n-3) PUFA alter raft lipid composition and decrease epidermal growth factor receptor levels in lipid rafts of human breast cancer cells.
PubMed:Liquid chromatography with dual parallel mass spectrometry and 31P nuclear magnetic resonance spectroscopy for analysis of sphingomyelin and dihydrosphingomyelin. II. Bovine milk sphingolipids.
PubMed:Milk and the metabolic syndrome.
PubMed:Diet alters the fatty acid composition of individual phospholipid classes in beef muscle.
PubMed:Association of ceramides in human plasma with risk factors of atherosclerosis.
PubMed:Determination of membrane lipid differences in insulin resistant diabetes mellitus type 2 in whites and blacks.
PubMed:Exfoliation of the epidermal cells and defecation by amphibian larvae in response to coelomic fluid and lysenin from the earthworm Eisenia foetida.
PubMed:Methylmercury-induced toxicity is mediated by enhanced intracellular calcium through activation of phosphatidylcholine-specific phospholipase C.
PubMed:Dietary sphingolipids suppress a subset of preneoplastic rat liver lesions exhibiting high PTEN, low phospho-Akt and high levels of ceramide species.
PubMed:Effect of dietary quercetin and sphingomyelin on intestinal nutrient absorption and animal growth.
PubMed:Main phospholipids and their fatty acid composition in muscle and cephalothorax of the edible Mediterranean crustacean Palinurus vulgaris (spiny lobster).
PubMed:Preparation of liposomes from milk fat globule membrane phospholipids using a microfluidizer.
PubMed:Enzymatic production of ceramide from sphingomyelin.
PubMed:Activation of sphingomyelinase in lipid monolayer is related to interfacial water activity. Evidence from two disparate systems.
PubMed:Myriocin prevents fumonisin B1-induced sphingoid base accumulation in mice liver without ameliorating hepatotoxicity.
PubMed:Prevalence and characterization of Staphylococcus aureus and enterotoxigenic Staphylococcus aureus in retail raw chicken meat throughout Japan.
PubMed:Diet-induced changes in membrane gangliosides in rat intestinal mucosa, plasma and brain.
PubMed:Enzymatic modification of phospholipids for functional applications and human nutrition.
PubMed:Competitive adsorption between beta-casein or beta-lactoglobulin and model milk membrane lipids at oil-water interfaces.
PubMed:Analysis of phospho- and sphingolipids in dairy products by a new HPLC method.
PubMed:Liquid chromatographic analysis of milk phospholipids with on-line pre-concentration.
PubMed:Hepatolipidemic effects of naringenin in high cornstarch- versus high coconut oil-fed rats.
PubMed:Phase equilibria of model milk membrane lipid systems.
PubMed:High-performance liquid chromatography with evaporative light-scattering detection for the determination of phospholipid classes in human milk, infant formulas and phospholipid sources of long-chain polyunsaturated fatty acids.
PubMed:Concentrations of choline-containing compounds and betaine in common foods.
PubMed:Effects of sphingomyelin on aberrant colonic crypt foci development, colon crypt cell proliferation and immune function in an aging rat tumor model.
PubMed:Quantitation of choline and its metabolites in tissues and foods by liquid chromatography/electrospray ionization-isotope dilution mass spectrometry.
PubMed:Dietary sphingolipids in colorectal cancer prevention.
PubMed:Sphingoid bases and ceramide induce apoptosis in HT-29 and HCT-116 human colon cancer cells.
PubMed:Life-long food restriction prevents renal membrane lipid deposition and lowers renal work in rats.
PubMed:Cooperative, synergistic and antagonistic haemolytic interactions between haemolysin BL, phosphatidylcholine phospholipase C and sphingomyelinase from Bacillus cereus.
PubMed:Energy restriction dilutes the changes related to dietary fat type in membrane phospholipid fatty acid composition in rats.
PubMed:Lateral microheterogeneity of diphenylhexatriene-labeled choline phospholipids in the erythrocyte ghost membrane as determined by time-resolved fluorescence spectroscopy.
PubMed:Comparison of the fatty acid composition of total lipids and phospholipids in breast milk from Japanese women.
PubMed:Enterotoxigenic profiles and polymerase chain reaction detection of Bacillus cereus group cells and B. cereus strains from foods and food-borne outbreaks.
PubMed:Food restriction beneficially affects renal transport and cortical membrane lipid content in rats.
PubMed:Hematological and lipid changes in newborn piglets fed milk-replacer diets containing erucic acid.
PubMed:Antibacterial efficacy against an in vivo Salmonella typhimurium infection model and pharmacokinetics of a liposomal ciprofloxacin formulation.
PubMed:Evaluating acid and base catalysts in the methylation of milk and rumen fatty acids with special emphasis on conjugated dienes and total trans fatty acids.
PubMed:Refeeding varying fatty acid and cholesterol diets alters phospholipids in rat intestinal brush border membrane.
PubMed:Effect of fumonisin B1 on the levels and fatty acid composition of selected lipids in rat liver in vivo.
PubMed:[Validation of TKT medium for detection of Streptococcus agalactiae in bulk milk samples].
PubMed:Oxidation of fluorescent glycero- and sphingophospholipids in human plasma lipoproteins: alkenylacyl subclasses are preferred targets.
PubMed:Choline and choline esters in human and rat milk and in infant formulas.
PubMed:Identification of a new sphingolipid 3-O-acyl-D-erythro-sphingomyelin in newborn pig and infant plasma.
PubMed:Composition of platelet phospholipids after moderate consumption of red wine in healthy volunteers.
PubMed:Thermodynamics of water-lipid interaction in presence and absence of salts.
PubMed:Effect of fumonisin B1 on protein and lipid synthesis in primary rat hepatocytes.
PubMed:Effects of clofibrate on lipids and fatty acids of mouse liver.
PubMed:Incorporation of proteins in sphingomyelin-water gel phases.
PubMed:Sphingolipid synthesis as a target for chemotherapy against malaria parasites.
PubMed:Role of dietary sphingolipids and inhibitors of sphingolipid metabolism in cancer and other diseases.
PubMed:Evaluation of the effect of alcohol consumption on erythrocyte lipids and vitamins in a healthy population.
PubMed:Shark fin enriched diet prevents mucosal lipid abnormalities in experimental acute colitis.
PubMed:Lecithin and choline in human health and disease.
PubMed:Uptake and metabolism of sphingolipids in isolated intestinal loops of mice.
PubMed:Dietary sphingomyelin inhibits 1,2-dimethylhydrazine-induced colon cancer in CF1 mice.
PubMed:Polyspecific and autoreactive IgA secreted by hybridomas derived from Peyer's patches of vomitoxin-fed mice: characterization and possible pathogenic role in IgA nephropathy.
PubMed:Polyclonal autoreactive IgA increase and mesangial deposition during vomitoxin-induced IgA nephropathy in the BALB/c mouse.
PubMed:Effect of dietary magnesium deficiency with/without cholesterol supplementation on phospholipid content in liver, plasma and erythrocytes of rabbits.
PubMed:Lovastatin decreases plasma and platelet cholesterol levels and normalizes elevated platelet fluidity and aggregation in hypercholesterolemic patients.
PubMed:Apoprotein-phospholipid interactions in Lp(a).
PubMed:Phospholipids from the free-living nematode Caenorhabditis elegans.
PubMed:Sphingomyelinase is part of the 'enterotoxin complex' produced by Bacillus cereus.
PubMed:Effects of dietary saturated fat on erucic acid induced myocardial lipidosis in rats.
PubMed:[Preparation and characterization of antibodies against Bungarus multicinctus venom by liposomes].
PubMed:The effect of 25-hydroxycholesterol on accumulation of intracellular calcium.
PubMed:The effect of dietary zinc deficiency on the lipid composition of the rat erythrocyte membrane.
PubMed:Aging and food restriction: effect on lipids of cerebral cortex.
PubMed:Myocardial changes in newborn piglets fed sow milk or milk replacer diets containing different levels of erucic acid.
PubMed:Effect of vacuum-packaged frozen storage, after cooking, on the phospholipids of Hereford and Bison.
PubMed:Simplified quantitative determination of phospholipids in amniotic fluid, alveolar lavages and milk using high performance liquid chromatography (HPLC).
PubMed:Endosomes differ from plasma membranes in the phospholipid molecular species composition.
PubMed:Determination of the phospholipid content of human milk, cow's milk and various infant formulas.
PubMed:Nucleotide sequence and expression in Escherichia coli of the gene coding for sphingomyelinase of Bacillus cereus.
PubMed:Perturbation of glycerolipid content and biosynthesis in hepatocytes of rats continuously infused with Escherichia coli endotoxin.
PubMed:Influences of diet and postnatal age on the lipid composition of red blood cell membrane in newborn infants.
PubMed:Effect of cold environment on hepatic microsomal Δ6 and Δ9 desaturase activity of male rats.
PubMed:Effect of cold environment on hepatic microsomal delta 6 and delta 9 desaturase activity of male rats.
PubMed:Inositol supplementation in respiratory distress syndrome: relationship between serum concentration, renal excretion, and lung effluent phospholipids.
PubMed:Phytosphingosine is a characteristic component of the glycolipids in the vertebrate intestine.
PubMed:Choline, phosphatidylcholine and sphingomyelin in human and bovine milk and infant formulas.
PubMed:[The effect of formula diets with a modified fat content on human plasma phosphatide fractions].
PubMed:Acetylcarnitine and free carnitine in body fluids before and after birth.
PubMed:Trihydroxy long-chain bases in bovine milk sphingomyelin.
PubMed:[New color reactions in the qualitative determination of lecithin, cephalin, and sphingomyelin in food products].
PubMed:Estimation of sphingomyelin.
 
Notes:
Sphingomyelin (d18:1/18:0) or SM(d18:1/18:0) is a type of sphingolipid found in animal cell membranes, especially in the membranous myelin sheath which surrounds some nerve cell axons. It usually consists of phosphorylcholine and ceramide. SM(18:1/18:0) consists of oleic acid attached to the C1 position and stearic acid attached to the C2 position. In humans, sphingomyelin is the only membrane phospholipid not derived from glycerol. Like all sphingolipids, SPH has a ceramide core (sphingosine bonded to a fatty acid via an amide linkage). In addition it contains one polar head group, which is either phosphocholine or phosphoethanolamine. The plasma membrane of cells is highly enriched in sphingomyelin and is considered largely to be found in the exoplasmic leaflet of the cell membrane. However, there is some evidence that there may also be a sphingomyelin pool in the inner leaflet of the membrane. Moreover, neutral sphingomyelinase-2 - an enzyme that breaks down sphingomyelin into ceramide has been found to localise exclusively to the inner leaflet further suggesting that there may be sphingomyelin present there. Sphingomyelin can accumulate in a rare hereditary disease called Niemann-Pick Disease, types A and B. Niemann-Pick disease is a genetically-inherited disease caused by a deficiency in the enzyme Sphingomyelinase, which causes the accumulation of Sphingomyelin in spleen, liver, lungs, bone marrow, and the brain, causing irreversible neurological damage. SMs play a role in signal transduction. Sphingomyelins are synthesized by the transfer of phosphorylcholine from phosphatidylcholine to a ceramide in a reaction catalyzed by sphingomyelin synthase. [HMDB]
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