Control of Differentiation of a Mammary Cell Line by Lipids

Total Page:16

File Type:pdf, Size:1020Kb

Control of Differentiation of a Mammary Cell Line by Lipids Proc. Natl. Acad. Sci. USA Vol. 77, No. 3, pp. 1551-1555, March 1980 Cell Biology Control of differentiation of a mammary cell line by lipids (domes/tumor promoters/fatty acids/lysolecithins) RENATO DULBECCO*, MAURO BOLOGNAt, AND MICHAEL UNGER The Salk Institute, 10010 N. Torrey Pines Road, La Jolla, California 92037 Contributed by Renato Dulbecco, December 17, 1979 ABSTRACT A rat mammary cell line (LA7) undergoes profound effect on cultured cells of various types (13, 14). These spontaneous differentiation into domes due to production of effects include stimulation of growth (15), suppression of several specific inducers by the cells. Some of these inducers may be kinds of differentiation and induction of some other lipids, and we show that lipids regulate this differentiation as (16-24), both inducers and inhibitors. One inhibitor is the tumor pro- kinds of differentiation (25-27). TPA also induces a phenotype moter tetradecanoyl-13 phorbol 12-acetate. The inducers are similar to that of transformed cells (28-30), with a reduced saturated fatty acids of two groups: butyric acid and acids with contact inhibition of growth (31), increased production of chain lengths from C13 to C16, especially myristic acid (C14). plasminogen activator (32-35), increased phospholipid turnover Other inducers are myristoyl and palmitoyl lysolecithins, (36-38), decrease of LETS protein (39), and induction of myristic acid methyl ester, and two cationic detergents with a polyamine synthesis (40). TPA may alter the function of the cell tetradecenyl chain. We propose that the lipids with a C14-CI6 plasma membrane, as its alkyl chain affect differentiation by recognizing specific re- suggested by ability to inhibit the ceptors through their alkyl chains and that the effects obtained binding of epidermal growth factor to its receptors at the cell depend on the head groups. These lipids may be physiological surface (41, 42). The phorbol ester appears to act without prior regulators in the mammary gland. metabolism (43) although its metabolism by the cells can be detected (44). A rat mammary cell line, Rama 25, derived from a dimethyl- The correlation between some of the chemical features of the benzanthracene-induced carcinoma (1), and some of its sublines lipids that are dome inducers and those that are inhibitors of give rise to differentiation-like events in vitro. In an irreversible dome formation raises the question of whether certain lipids event, the Rama 25 cells generate fusiform cells, probably re- physiologically play a role in regulating the functions and dif- lated to myoepithelial cells (1). The LA7 subline undergoes ferentiation of mammary gland cells. reversible changes characterized by the formation of micro- structures, designated as domes and ridges (2). This article will MATERIALS AND METHODS deal with factors controlling the appearance of domes. Chemicals were purchased from Sigma, with the following Trypsinized LA7 cells are uncommitted; whether they de- exceptions: Nonidet P-40 was from Particle Data Laboratories velop domes or ridges depends on the culture medium. Domes (Elmhurst, IL); surfactant OPPE 100 (Triton X-100) was from form spontaneously due to the action of endogenous inducers Atlas (San Diego, CA); sodium deoxycholate was from Cal- (3); medium conditioned by LA7 cells, presumably containing biochem; and sodium dodecyl sulfate was from BDH Chemicals these inducers, promotes dome formation in test cultures (3). (Poole, England). Domes are also in Fatty acids longer than C4 were dissolved in induced LA7 cells by inducers of erythroid ethanol; phorbol, phorbol esters, and myristic acid methyl ester differentiation in proerythroid cells such as dimethyl sulfoxide were dissolved in acetone; other substances were (Me2SO) (4). These agents also induce domes in other epithelial dissolved in cell water. In the cultures, the solvent never exceeded a concen- lines, including the Rama 25 line (5-7). tration of 0.2% (vol/vol). All substances and solutions were kept The ability of butyric acid to act as a dome inducer suggested at -20'C. that fatty acids might be the endogenous inducers present in conditioned The LA7 cell line is a clonal derivative of Rama 25 (1) that medium because fatty acids are synthesized by is able to form spontaneous domes in abundance (2). Cells were normal mammary cells and some of them affect the growth of grown in reinforced Dulbecco's mammary cells in culture (8). Participation of fatty acids in the modified Eagle's medium induction of supplemented with 10% (vol/vol) calf serum and 50 ng each spontaneous domes in LA7 cultures is supported of insulin and hydrocortisone per ml. For transfer, cells were by the observation that dome-inducing factors can be extracted detached in trypsin/EDTA. by ether from conditioned medium at pH 2 (unpublished ob- Drop cultures used for the assays were started with 0.1 ml of servations). medium The observations reported in this article show that several containing 7.5 X 104 trypsinized cells deposited as a long-chain saturated fatty acids (C13-CW6), especially myristic drop in the middle of a 35-mm plastic dish. About 6 hr later, acid (C14), are strong after the cells had attached, 2 ml of medium (modified Eagle's dome inducers and that other alkyl medium with 10% calf serum and 50 ng of hydrocortisone per compounds with similar chain lengths are also dome inducers, ml) was to some very potent. In contrast, a phorbol ester that also has a added the dish. Twenty-four hours later each culture saturated C14 acyl chain (tetradecanoyl-13 phorbol 12-acetate, formed a confluent disc of cells in the center of the dish. These or TPA) is a potent inhibitor of dome formation. This common cultures were used for assays. Drop cultures were used because chemical feature of dome inducers and dome inhibitors may they have a high ratio of medium to cells and, therefore, have interesting implications because TPA is a tumor promoter changes in the medium due to exhaustion of components or in two-stage carcinogenesis of mouse skin (9-12) and has a Abbreviations: Me2SO, dimethyl sulfoxide; TPA, tetradecanoyl-13 phorbol 12-acetate. The publication costs of this article were defrayed in part by page * Also Department of Pathology and Medicine, University of California charge payment. This article must therefore be hereby marked "ad- at San Diego, La Jolla, CA 92093. vertisement" in accordance with 18 U. S. C. §1734 solely to indicate t On leave of absence from the Department of Pathology, University this fact. of L'Aquila Medical School, L'Aquila, Italy. 1551 Downloaded by guest on September 25, 2021 1552 Cell Biology: Dulbecco et al. Proc. Natl. Acad. Sci. USA 77 (1980) addition of cell-produced substances occur slowly. In these cultures the cell density decreases from the center to the free edge. Hence, spontaneous domes, which are highly dependent on cell density, form in the center of the cultures whereas those induced by exogenous inducers, such as Me2SO, being less de- E - pendent on cell density, form more or less evenly throughout 0 0.6 the culture (3). Because drop cultures are confluent when they 0.4 are used, domes can develop without any further cell multi- 1- __ _ _ _ _ _ plication. Therefore most assays were carried out in serum-free 0.2 ' modified Eagle's medium containing 50 ng of hydrocortisone per ml. 0!. The dome-inducing power of substances added to the culture 0 1 2 3 4 5 medium was assayed by counting the total number of domes TPA, ng/ml per culture. If the background of spontaneous domes was high, FIG. 1. Proportion of domes formed with various concentrations domes were counted in peripheral microscopic fields (i.e., with of TPA in the medium. TPA was added to the assay medium at time 0, and the proportion of domes formed, relative to those formed in the outlines tangent to the free edge of the culture), which are absence of TPA, was measured 2 days later. 0, Endogenous domes. generally free of spontaneous domes. Within the same experi- Domes induced by: v, conditioned medium; 0, 11.5 ,uM myristic acid; ment the two measurements gave essentially identical results, &, 50 AM myristic acid; 0, 250 mM Me2SO. but when the background was high, the statistical significance of the differences was higher with the latter procedure. Domes added on the first day (data not shown). These differences in were counted once or twice daily by using an inverted micro- the inhibitory effect of TPA may be related to the strength of scope under phase contrast with a magnification of lOOX. When the inducers owing to the type or the concentration of each the activities of substances were compared, the assay cultures inducer. were all simultaneously fixed with a neutral formaldehyde The dome-inhibiting effect of TPA was compared to that of solution, containing 3.5% (vol/vol) formaldehyde, before the i3-phorbol and phorbol dibutyrate, which are not tumor pro- domes were counted. This procedure avoided variation due to moters (Fig. 3). Only TPA inhibited the appearance of domes; temperature or pH changes produced by repeated opening of the other two compounds were inactive in the same concen- the incubator. We counted only domes in which the cell layer tration range. had clearly become elevated (i.e., out of focus when the main Induction of Domes by Fatty Acids and Related Com- cell layer was in focus). Incipient domes (45) were not pounds. Most of the saturated fatty acids, between propionic counted. (C3) and lignoceric (C24), have been tested by addition to the Conditioned medium was prepared by adding modified assay medium of drop cultures at concentrations below the Eagle's medium containing 50 ng of hydrocortisone per ml to critical micellar concentration (46).
Recommended publications
  • Peroxisomal Fatty Acid Beta-Oxidation in Relation to the Accumulation Of
    Peroxisomal fatty acid beta-oxidation in relation to the accumulation of very long chain fatty acids in cultured skin fibroblasts from patients with Zellweger syndrome and other peroxisomal disorders. R J Wanders, … , A W Schram, J M Tager J Clin Invest. 1987;80(6):1778-1783. https://doi.org/10.1172/JCI113271. Research Article The peroxisomal oxidation of the long chain fatty acid palmitate (C16:0) and the very long chain fatty acids lignocerate (C24:0) and cerotate (C26:0) was studied in freshly prepared homogenates of cultured skin fibroblasts from control individuals and patients with peroxisomal disorders. The peroxisomal oxidation of the fatty acids is almost completely dependent on the addition of ATP, coenzyme A (CoA), Mg2+ and NAD+. However, the dependency of the oxidation of palmitate on the concentration of the cofactors differs markedly from that of the oxidation of lignocerate and cerotate. The peroxisomal oxidation of all three fatty acid substrates is markedly deficient in fibroblasts from patients with the Zellweger syndrome, the neonatal form of adrenoleukodystrophy and the infantile form of Refsum disease, in accordance with the deficiency of peroxisomes in these patients. In fibroblasts from patients with X-linked adrenoleukodystrophy the peroxisomal oxidation of lignocerate and cerotate is impaired, but not that of palmitate. Competition experiments indicate that in fibroblasts, as in rat liver, distinct enzyme systems are responsible for the oxidation of palmitate on the one hand and lignocerate and cerotate on the other hand. Fractionation studies indicate that in rat liver activation of cerotate and lignocerate to cerotoyl-CoA and lignoceroyl-CoA, respectively, occurs in two subcellular fractions, the endoplasmic reticulum and the peroxisomes but not in the mitochondria.
    [Show full text]
  • Fatty Acids and Risk of Prostate Cancer in a Nested Case-Control Study in Male Smokers
    1422 Vol. 12, 1422–1428, December 2003 Cancer Epidemiology, Biomarkers & Prevention Fatty Acids and Risk of Prostate Cancer in a Nested Case-Control Study in Male Smokers Satu Ma¨nnisto¨,1,3 Pirjo Pietinen,1 Mikko J. Virtanen,1 serum or dietary ␣-linolenic acid or any other Irma Salminen,2 Demetrius Albanes,5 unsaturated fatty acid and prostate cancer risk, but high Edward Giovannucci,3,4,6 and Jarmo Virtamo1 serum linoleic acid was associated with lower risk in men ␣ Departments of 1Epidemiology and Health Promotion, and 2Health and supplemented with -tocopherol. High serum myristic Functional Capacity, National Public Health Institute, Helsinki, Finland; acid associated with an increased risk of prostate cancer. Departments of 3Nutrition and 4Epidemiology, Harvard School of Public Health, Boston, Massachusetts; 5National Cancer Institute, NIH, Bethesda, Maryland; and 6Department of Medicine, Harvard Medical School, Boston, Introduction Massachusetts Migrant studies and ecologic evidence that incidence rates of clinical prostate cancer vary geographically much more than Abstract that of latent prostate cancer suggest that environmental factors play an important role at least in late prostatic carcinogenesis There is some evidence that ␣-linolenic acid might be (1). Some dietary factors especially have been observed to positively related to prostate cancer risk. Associations increase prostate cancer risk (2). between serum fatty acid composition as well as fatty The evidence on an association between fat intake and acid intakes and prostate cancer risk were examined in prostate cancer risk is mainly based on epidemiological studies. the Alpha-Tocopherol, Beta-Carotene Cancer Prevention Most case-control studies have associated high intakes of ani- Study.
    [Show full text]
  • Fatty Acid Diets: Regulation of Gut Microbiota Composition and Obesity and Its Related Metabolic Dysbiosis
    International Journal of Molecular Sciences Review Fatty Acid Diets: Regulation of Gut Microbiota Composition and Obesity and Its Related Metabolic Dysbiosis David Johane Machate 1, Priscila Silva Figueiredo 2 , Gabriela Marcelino 2 , Rita de Cássia Avellaneda Guimarães 2,*, Priscila Aiko Hiane 2 , Danielle Bogo 2, Verônica Assalin Zorgetto Pinheiro 2, Lincoln Carlos Silva de Oliveira 3 and Arnildo Pott 1 1 Graduate Program in Biotechnology and Biodiversity in the Central-West Region of Brazil, Federal University of Mato Grosso do Sul, Campo Grande 79079-900, Brazil; [email protected] (D.J.M.); [email protected] (A.P.) 2 Graduate Program in Health and Development in the Central-West Region of Brazil, Federal University of Mato Grosso do Sul, Campo Grande 79079-900, Brazil; pri.fi[email protected] (P.S.F.); [email protected] (G.M.); [email protected] (P.A.H.); [email protected] (D.B.); [email protected] (V.A.Z.P.) 3 Chemistry Institute, Federal University of Mato Grosso do Sul, Campo Grande 79079-900, Brazil; [email protected] * Correspondence: [email protected]; Tel.: +55-67-3345-7416 Received: 9 March 2020; Accepted: 27 March 2020; Published: 8 June 2020 Abstract: Long-term high-fat dietary intake plays a crucial role in the composition of gut microbiota in animal models and human subjects, which affect directly short-chain fatty acid (SCFA) production and host health. This review aims to highlight the interplay of fatty acid (FA) intake and gut microbiota composition and its interaction with hosts in health promotion and obesity prevention and its related metabolic dysbiosis.
    [Show full text]
  • Sigma Fatty Acids, Glycerides, Oils and Waxes
    Sigma Fatty Acids, Glycerides, Oils and Waxes Library Listing – 766 spectra This library represents a material-specific subset of the larger Sigma Biochemical Condensed Phase Library relating to relating to fatty acids, glycerides, oils, and waxes found in the Sigma Biochemicals and Reagents catalog. Spectra acquired by Sigma-Aldrich Co. which were examined and processed at Thermo Fisher Scientific. The spectra include compound name, molecular formula, CAS (Chemical Abstract Service) registry number, and Sigma catalog number. Sigma Fatty Acids, Glycerides, Oils and Waxes Index Compound Name Index Compound Name 464 (E)-11-Tetradecenyl acetate 592 1-Monocapryloyl-rac-glycerol 118 (E)-2-Dodecenedioic acid 593 1-Monodecanoyl-rac-glycerol 99 (E)-5-Decenyl acetate 597 1-Monolauroyl-rac-glycerol 115 (E)-7,(Z)-9-Dodecadienyl acetate 599 1-Monolinolenoyl-rac-glycerol 116 (E)-8,(E)-10-Dodecadienyl acetate 600 1-Monolinoleoyl-rac-glycerol 4 (E)-Aconitic acid 601 1-Monomyristoyl-rac-glycerol 495 (E)-Vaccenic acid 598 1-Monooleoyl-rac-glycerol 497 (E)-Vaccenic acid methyl ester 602 1-Monopalmitoleoyl-rac-glycerol 98 (R)-(+)-2-Chloropropionic acid methyl 603 1-Monopalmitoyl-rac-glycerol ester 604 1-Monostearoyl-rac-glycerol; 1- 139 (Z)-11-Eicosenoic anhydride Glyceryl monosterate 180 (Z)-11-Hexadecenyl acetate 589 1-O-Hexadecyl-2,3-dipalmitoyl-rac- 463 (Z)-11-Tetradecenyl acetate glycerol 181 (Z)-3-Hexenyl acetate 588 1-O-Hexadecyl-rac-glycerol 350 (Z)-3-Nonenyl acetate 590 1-O-Hexadecyl-rac-glycerol 100 (Z)-5-Decenyl acetate 591 1-O-Hexadecyl-sn-glycerol
    [Show full text]
  • Harvest Season Significantly Influences the Fatty Acid
    biology Article Harvest Season Significantly Influences the Fatty Acid Composition of Bee Pollen Saad N. Al-Kahtani 1 , El-Kazafy A. Taha 2,* , Soha A. Farag 3, Reda A. Taha 4, Ekram A. Abdou 5 and Hatem M Mahfouz 6 1 Arid Land Agriculture Department, College of Agricultural Sciences & Foods, King Faisal University, P.O. Box 400, Al-Ahsa 31982, Saudi Arabia; [email protected] 2 Department of Economic Entomology, Faculty of Agriculture, Kafrelsheikh University, Kafrelsheikh 33516, Egypt 3 Department of Animal and Poultry Production, Faculty of Agriculture, University of Tanta, Tanta 31527, Egypt; [email protected] 4 Agricultural Research Center, Bee Research Department, Plant Protection Research Institute, Dokki, Giza, Egypt; [email protected] 5 Agricultural Research Center, Plant Protection Research Institute, Dokki, Giza, Egypt; [email protected] 6 Department of Plant Production, Faculty of Environmental Agricultural Sciences, Arish University, Arish 45511, Egypt; [email protected] * Correspondence: elkazafi[email protected] Simple Summary: Harvesting pollen loads collected from a specific botanical origin is a complicated process that takes time and effort. Therefore, we aimed to determine the optimal season for harvesting pollen loads rich in essential fatty acids (EFAs) and unsaturated fatty acids (UFAs) from the Al- Ahsa Oasis in eastern Saudi Arabia. Pollen loads were collected throughout one year, and the Citation: Al-Kahtani, S.N.; tested samples were selected during the top collecting period in each season. Lipids and fatty acid Taha, E.-K.A.; Farag, S.A.; Taha, R.A.; composition were determined. The highest values of lipids concentration, linolenic acid (C ), Abdou, E.A.; Mahfouz, H.M Harvest 18:3 Season Significantly Influences the stearic acid (C18:0), linoleic acid (C18:2), arachidic acid (C20:0) concentrations, and EFAs were obtained Fatty Acid Composition of Bee Pollen.
    [Show full text]
  • Free Fatty Acids Are Associated with the Cognitive Functions in Stroke Survivors
    International Journal of Environmental Research and Public Health Article Free Fatty Acids Are Associated with the Cognitive Functions in Stroke Survivors Dariusz Kotl˛ega 1,* , Barbara Peda 1, Joanna Palma 2 , Agnieszka Zembro ´n-Łacny 3 , Monika Goł ˛ab-Janowska 4, Marta Masztalewicz 4, Przemysław Nowacki 4 and Małgorzata Szczuko 2 1 Department of Neurology, District Hospital, 67-200 Glogow, Poland; [email protected] 2 Department of Human Nutrition and Metabolomics, Pomeranian Medical University, 71-460 Szczecin, Poland; [email protected] (J.P.); [email protected] (M.S.) 3 Department of Applied and Clinical Physiology, Collegium Medicum, University of Zielona Gora, 65-001 Zielona Góra, Poland; [email protected] 4 Department of Neurology, Pomeranian Medical University, 71-252 Szczecin, Poland; [email protected] (M.G.-J.); [email protected] (M.M.); [email protected] (P.N.) * Correspondence: [email protected] Abstract: Ischemic stroke is a leading cause of motor impairment and psychosocial disability. Al- though free fatty acids (FFA) have been proven to affect the risk of stroke and potentially dementia, the evidence of their impact on cognitive functions in stroke patients is lacking. We aimed to establish such potential relationships. Seventy-two ischemic stroke patients were prospectively analysed. Their cognitive functions were assessed seven days post-stroke and six months later as follow-up (n = 41). Seven days post-stroke analysis of serum FFAs levels showed direct correlations between Citation: Kotl˛ega,D.; Peda, B.; Cognitive Verbal Learning Test (CVLT) and the following FFAs: C20:4n6 arachidonic acid and Palma, J.; Zembro´n-Łacny, A.; C20:5n3 eicosapentaenoic acid, while negative correlations were observed for C18:3n3 linolenic acid Goł ˛ab-Janowska,M.; Masztalewicz, (ALA), C18:4 n3 stearidonic acid and C23:0 tricosanoic acid.
    [Show full text]
  • (L. 1758): on the Origin of Fatty Acids in Prepupae B
    www.nature.com/scientificreports OPEN About lipid metabolism in Hermetia illucens (L. 1758): on the origin of fatty acids in prepupae B. Hoc1, M. Genva2, M.‑L. Fauconnier2, G. Lognay1, F. Francis1 & R. Caparros Megido1* Although increasingly targeted in animal nutrition, black soldier fy larvae or prepupae (BSF, Hermetia illucens L. 1758) require the characterization and modulation of their fatty acid profle to become fully integrated within the feed sector. This improvement will only be possible by the understanding of underlaying biochemical pathways of fatty acid synthesis in BSF. In this study, we hypothesized a labelling of de novo synthesized fatty acids in BSF by the incorporation of deuterated water (D2O) in their feed. Three batches of ffty larvae were reared on two diets with diferent polyunsaturated fatty acid profles moistened with 40% of H2O or D2O: chicken feed or 40% of chicken feed and 60% of fax cake. Although the occurrence of D2O in insect feed increased the larval development time and decreased prepupal weight, it was possible to track the biosynthesis of fatty acids through deuterium labelling. Some fatty acids (decanoic, lauric or myristic acid) were exclusively present in their deuterated form while others (palmitic, palmitoleic or oleic acid) were found in two forms (deuterated or not) indicating that BSF can partially produce these fatty acids via biosynthesis pathways and not only by bioaccumulation from the diet. These results suggest the importance of carbohydrates as a source of acetyl‑CoA in the constitution of the BSF fatty acid profle but also the potential importance of specifc enzymes (e.g.
    [Show full text]
  • Fatty Acids and Stable Isotope Ratios in Shiitake Mushrooms
    foods Article Fatty Acids and Stable Isotope Ratios in Shiitake Mushrooms (Lentinula edodes) Indicate the Origin of the Cultivation Substrate Used: A Preliminary Case Study in Korea 1, 1, 2 2 3 Ill-Min Chung y, So-Yeon Kim y, Jae-Gu Han , Won-Sik Kong , Mun Yhung Jung and Seung-Hyun Kim 1,* 1 Department of Crop Science, College of Sanghuh Life Science, Konkuk University, Seoul 05029, Korea; [email protected] (I.-M.C.); [email protected] (S.-Y.K.) 2 National Institute of Horticultural and Herbal Science, Rural Development Administration, Eumseong 27709, Korea; [email protected] (J.-G.H.); [email protected] (W.-S.K.) 3 Department of Food Science and Biotechnology, Graduate School, Woosuk University, Wanju-gun 55338, Korea; [email protected] * Correspondence: [email protected]; Tel.: +82-02-2049-6163; Fax: +82-02-455-1044 These authors contributed equally to this study. y Received: 22 July 2020; Accepted: 28 August 2020; Published: 1 September 2020 Abstract: Shiitake mushroom (Lentinula edodes) is commonly consumed worldwide and is cultivated in many farms in Korea using Chinese substrates owing to a lack of knowledge on how to prepare sawdust-based substrate blocks (bag cultivation). Consequently, issues related to the origin of the Korean or Chinese substrate used in shiitake mushrooms produced using bag cultivation have been reported. Here, we investigated differences in fatty acids (FAs) and stable isotope ratios (SIRs) in shiitake mushrooms cultivated using Korean and Chinese substrates under similar conditions (strain, temperature, humidity, etc.) and depending on the harvesting cycle. The total FA level decreased significantly by 5.49 mg g 1 as the harvesting cycle increased (p < 0.0001); however, no differences · − were found in FAs between shiitake mushrooms cultivated using Korean and Chinese substrates.
    [Show full text]
  • Fatty Acids: Structures and Introductory Article Properties Article Contents
    Fatty Acids: Structures and Introductory article Properties Article Contents . Introduction Arild C Rustan, University of Oslo, Oslo, Norway . Overview of Fatty Acid Structure . Major Fatty Acids Christian A Drevon, University of Oslo, Oslo, Norway . Metabolism of Fatty Acids . Properties of Fatty Acids Fatty acids play a key role in metabolism: as a metabolic fuel, as a necessary component of . Requirements for and Uses of Fatty Acids in Human all membranes, and as a gene regulator. In addition, fatty acids have a number of industrial Nutrition uses. Uses of Fatty Acids in the Pharmaceutical/Personal Hygiene Industries Introduction doi: 10.1038/npg.els.0003894 Fatty acids, both free and as part of complex lipids, play a number of key roles in metabolism – major metabolic fuel (storage and transport of energy), as essential components subsequent one the b carbon. The letter n is also often used of all membranes, and as gene regulators (Table 1). In ad- instead of the Greek o to indicate the position of the double dition, dietary lipids provide polyunsaturated fatty acids bond closest to the methyl end. The systematic nomencla- (PUFAs) that are precursors of powerful locally acting ture for fatty acids may also indicate the location of double metabolites, i.e. the eicosanoids. As part of complex lipids, bonds with reference to the carboxyl group (D). Figure 2 fatty acids are also important for thermal and electrical outlines the structures of different types of naturally insulation, and for mechanical protection. Moreover, free occurring fatty acids. fatty acids and their salts may function as detergents and soaps owing to their amphipathic properties and the for- Saturated fatty acids mation of micelles.
    [Show full text]
  • Preparation and Properties of Capric–Myristic Acid/Expanded Graphite Composite Phase Change Materials for Latent Heat Thermal Energy Storage
    energies Article Preparation and Properties of Capric–Myristic Acid/Expanded Graphite Composite Phase Change Materials for Latent Heat Thermal Energy Storage Dongyi Zhou 1,2,3, Jiawei Yuan 2, Yuhong Zhou 2 and Yicai Liu 1,* 1 School of Energy Science and Engineering, Central South University, Changsha 410083, China; [email protected] 2 School of Mechanical and Energy Engineering, Shaoyang University, Shaoyang 422000, China; [email protected] (J.Y.); [email protected] (Y.Z.) 3 Key Laboratory of Hunan Province for Efficient Power System and Intelligent Manufacturing, Shaoyang University, Shaoyang 422000, China * Correspondence: [email protected]; Tel.: +86-0731-8887-6111 Received: 9 April 2020; Accepted: 6 May 2020; Published: 14 May 2020 Abstract: A novel composite phase change material (CPCM), capric–myristic acid/expanded graphite (CA–MA/EG) CPCM, was prepared by absorbing liquid CA–MA (as the phase change material (PCM)) into EG (as the substrate material) for heat storage in the backfill materials of soil-source heat pump systems. The thermal characteristics and microstructure of the novel CPCM were analyzed using differential scanning calorimetry (DSC) and scanning electronic microscopy (SEM). The thermal conductivities of CA–MA/EG CPCM were surveyed. The thermal stability of the CA–MA/EG was analyzed using thermogravimetric analysis (TGA) and thermal cycle tests. The results showed that the optimal mass content of CA–MA in CPCM was approximately 92.4% and the CA–MA was uniformly distributed in the vesicular structure of EG; the CA–MA/EG CPCM had an appropriate phase change temperature (Tm: 19.78 ◦C, Tf: 18.85 ◦C), high latent heat (Hm: 137.3 J/g, Hf: 139.9 J/g), and excellent thermostability and thermal reliability.
    [Show full text]
  • Download Product Insert (PDF)
    PRODUCT INFORMATION Myristic Acid Item No. 13351 CAS Registry No.: 544-63-8 Formal Name: tetradecanoic acid Synonyms: C14:0, NSC 5028 COOH MF: C14H28O2 FW: 228.4 Purity: ≥98% Supplied as: A crystalline solid Storage: -20°C Stability: ≥2 years Information represents the product specifications. Batch specific analytical results are provided on each certificate of analysis. Laboratory Procedures Myristic acid is supplied as a crystalline solid. A stock solution may be made by dissolving the myristic acid in the solvent of choice. Myristic acid is soluble in organic solvents such as ethanol, DMSO, and dimethyl formamide (DMF), which should be purged with an inert gas. The solubility of myristic acid in ethanol and DMF is approximately 15 mg/ml and approximately 12 mg/ml in DMSO. Description Myristic acid is a 14-carbon saturated fatty acid. It is incorporated into myristoyl coenzyme A (myristoyl-CoA) and transferred by N-myristoyltransferase to the N-terminal glycine of certain proteins either during translation to modify protein activity or post-translationally in apoptotic cells.1,2 References 1. Bhatnagar, R.S., Fütterer, K., Waksman, G., et al. The structure of myristoyl-CoA: Protein N-myristoyltransferase. Biochim. Biophys. Acta. 1441(2-3), 162-172 (1999). 2. Martin, D.D.O., Beauchamp, E., and Berthiaume, L.G. Post-translational myristoylation: Fat matters in cellular life and death. Biochimie 93(1), 18-31 (2011). WARNING CAYMAN CHEMICAL THIS PRODUCT IS FOR RESEARCH ONLY - NOT FOR HUMAN OR VETERINARY DIAGNOSTIC OR THERAPEUTIC USE. 1180 EAST ELLSWORTH RD SAFETY DATA ANN ARBOR, MI 48108 · USA This material should be considered hazardous until further information becomes available.
    [Show full text]
  • Page 1 of 12Journal Name RSC Advances Dynamic Article Links ►
    RSC Advances This is an Accepted Manuscript, which has been through the Royal Society of Chemistry peer review process and has been accepted for publication. Accepted Manuscripts are published online shortly after acceptance, before technical editing, formatting and proof reading. Using this free service, authors can make their results available to the community, in citable form, before we publish the edited article. This Accepted Manuscript will be replaced by the edited, formatted and paginated article as soon as this is available. You can find more information about Accepted Manuscripts in the Information for Authors. Please note that technical editing may introduce minor changes to the text and/or graphics, which may alter content. The journal’s standard Terms & Conditions and the Ethical guidelines still apply. In no event shall the Royal Society of Chemistry be held responsible for any errors or omissions in this Accepted Manuscript or any consequences arising from the use of any information it contains. www.rsc.org/advances Page 1 of 12Journal Name RSC Advances Dynamic Article Links ► Cite this: DOI: 10.1039/c0xx00000x www.rsc.org/xxxxxx ARTICLE TYPE Trends and demands in solid-liquid equilibrium of lipidic mixtures Guilherme J. Maximo, a,c Mariana C. Costa, b João A. P. Coutinho, c and Antonio J. A. Meirelles a Received (in XXX, XXX) Xth XXXXXXXXX 20XX, Accepted Xth XXXXXXXXX 20XX DOI: 10.1039/b000000x 5 The production of fats and oils presents a remarkable impact in the economy, in particular in developing countries. In order to deal with the upcoming demands of the oil chemistry industry, the study of the solid-liquid equilibrium of fats and oils is highly relevant as it may support the development of new processes and products, as well as improve those already existent.
    [Show full text]