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Some common lipids. At the top is oleic acid and cholesterol. In the middle is a triglyceride composed of oleoyl, stearoyl, and palmitoyl chains attached to a glycerol backbone. At the bottom is the common phospholipid phosphatidylcholine.
Some common lipids. At the top is oleic acid and cholesterol. Oleic acid is a Monounsaturated omega-9 Fatty acid found in various animal and vegetable sources Cholesterol is a Lipid found in the Cell membranes and transported in the Blood plasma of all Animals It is an essential component of mammalian In the middle is a triglyceride composed of oleoyl, stearoyl, and palmitoyl chains attached to a glycerol backbone. (more properly known as, TAG or triacylglyceride) is Glyceride in which the Glycerol is Esterified with three Fatty acids It is the Oleic acid is a Monounsaturated omega-9 Fatty acid found in various animal and vegetable sources Stearic acid (first syllable rhymes with either bear or gear) ( IUPAC Systematic name: octadecanoic acid) is a saturated Palmitic acid,CH3(CH214COOH or hexadecanoic acid in IUPAC nomenclature, is one of the most common saturated Fatty acids found in animals At the bottom is the common phospholipid phosphatidylcholine. Phospholipids are a class of Lipids and are a major component of all Biological membranes All phospholipids contain a Diglyceride, a Phosphate Phosphatidylcholines are a class of Phospholipids which incorporate Choline as a headgroup

Lipids are broadly defined as any fat-soluble (lipophilic), naturally-occurring molecule, such as fats, oils, waxes, cholesterol, sterols, fat-soluble vitamins (such as vitamins A, D, E and K), monoglycerides, diglycerides, phospholipids, and others. Lipophilicity, fat-liking, refers to the ability of a Chemical compound to dissolve in fats oils lipids and non-polar solvents such as Hexane or In Chemistry, a molecule is defined as a sufficiently stable electrically neutral group of at least two Atoms in a definite arrangement held together by A vitamin is an Organic compound required as a Nutrient in tiny amounts by an Organism. A monoglyceride, more correctly known as a monoacylglycerol, is a Glyceride consisting of one Fatty acid chain Covalently bonded to a Glycerol A diglyceride, or a diacylglycerol (DAG is a Glyceride consisting of two Fatty acid chains covalently bonded to a Glycerol Phospholipids are a class of Lipids and are a major component of all Biological membranes All phospholipids contain a Diglyceride, a Phosphate The main biological functions of lipids include energy storage, acting as structural components of cell membranes, and participating as important signaling molecules. The cell membrane (also called the plasma membrane, plasmalemma, or "phospholipid bilayer" is a Selectively permeable Lipid bilayer Lipid signaling broadly defined refers to any biological signaling event involving a Lipid messenger that binds and activates a receptor.

Although the term lipid is sometimes used as a synonym for fats, fats are a subgroup of lipids called triglycerides and should not be confused with the term fatty acid. Fats consist of a wide group of compounds that are generally soluble in organic solvents and largely insoluble in water (more properly known as, TAG or triacylglyceride) is Glyceride in which the Glycerol is Esterified with three Fatty acids It is the In Chemistry, especially Biochemistry, a fatty acid is a Carboxylic acid often with a long unbranched Aliphatic tail ( chain) which Lipids also encompass molecules such as fatty acids and their derivatives (including tri-, di-, and monoglycerides and phospholipids), as well as other sterol-containing metabolites such as cholesterol. (more properly known as, TAG or triacylglyceride) is Glyceride in which the Glycerol is Esterified with three Fatty acids It is the A diglyceride, or a diacylglycerol (DAG is a Glyceride consisting of two Fatty acid chains covalently bonded to a Glycerol A monoglyceride, more correctly known as a monoacylglycerol, is a Glyceride consisting of one Fatty acid chain Covalently bonded to a Glycerol Phospholipids are a class of Lipids and are a major component of all Biological membranes All phospholipids contain a Diglyceride, a Phosphate Sterols, or steroid alcohols are a subgroup of Steroids with a Hydroxyl group at the 3-position of the A-ring Metabolomics is the "systematic study of the unique chemical fingerprints that specific cellular processes leave behind" - specifically the study of their small-molecule metabolite Cholesterol is a Lipid found in the Cell membranes and transported in the Blood plasma of all Animals It is an essential component of mammalian [1] The emulsion test is a crude method for determining the presence or absence of lipids in a given sample. The emulsion test is a method to determine the presence of Lipids using Wet chemistry.

Lipids are a diverse group of compounds that have many key biological functions, such as acting as structural components of cell membranes, serving as energy storage sources and participating in signaling pathways. Lipids may be broadly defined as hydrophobic or amphiphilic small molecules that originate entirely or in part from two distinct types of biochemical subunits or "building blocks": ketoacyl and isoprene groups. In Chemistry, hydrophobicity (from the combining form of water in Attic Greek hydro- and for fear phobos) refers to the physical property of Amphiphile (from the Greek αμφις amphis both and φιλíα Philia: love friendship is a term describing a Chemical compound possessing both A ketone (pronounced as key tone) is either the Functional group characterized by a Carbonyl group (O=C linked to two other Carbon atoms or Isoprene is a common synonym for the chemical compound 2-methylbuta-13-diene [2] Using this approach, lipids may be divided into eight categories : fatty acyls, glycerolipids, glycerophospholipids, sphingolipids, saccharolipids and polyketides (derived from condensation of ketoacyl subunits); and sterol lipids and prenol lipids (derived from condensation of isoprene subunits).

Contents

Categories of Lipids

Examples of some lipids from various categories.
Examples of some lipids from various categories.
Figure 2: Structure of the saccharolipid Kdo2-Lipid A. Glucosamine residues in blue, Kdo residues in red, acyl chains in black and phosphate groups in green.
Figure 2: Structure of the saccharolipid Kdo2-Lipid A. Glucosamine residues in blue, Kdo residues in red, acyl chains in black and phosphate groups in green.

Biological Functions

Membranes

The glycerophospholipids are the main structural component of biological membranes, such as the cellular plasma membrane and the intracellular membranes of organelles. Glycerophospholipids or phosphoglycerides are Glycerol -based Phospholipids They are the main component of Biological membranes MembraneA biological membrane or biomembrane is an enclosing or separating Amphipathic layer that acts as a barrier within or around a cell. The cell membrane (also called the plasma membrane, plasmalemma, or "phospholipid bilayer" is a Selectively permeable Lipid bilayer In Cell biology, an organelle (pronunciation /ɔː(rgəˡnɛl/ is a specialized subunit within a cell that has a specific function and is usually separately enclosed In animal cells the plasma membrane physically separates the intracellular components from the extracellular environment. All eukaryotic cells are compartmentalized into membrane-bound organelles which carry out different functions. These glycerophospholipids are amphipathic molecules that contain a glycerol core linked to two fatty acid-derived "tails" by ester or, more rarely, ether linkages and to one "head" group by a phosphate ester linkage. Ether is a class of Organic compounds which contain an ether group — an Oxygen Atom connected to two (substituted Alkyl A phosphate, an Inorganic chemical, is a salt of Phosphoric acid. While glycerophospholipids are the major component of biological membranes, other non-glyceride lipid components such as sphingomyelin and sterols (mainly cholesterol in animal cell membranes) are also found in biological membranes. Sphingomyelin (SPH is a type of Sphingolipid found in animal Cell membranes, especially in the membranous Myelin sheath which surrounds some Nerve Sterols, or steroid alcohols are a subgroup of Steroids with a Hydroxyl group at the 3-position of the A-ring Cholesterol is a Lipid found in the Cell membranes and transported in the Blood plasma of all Animals It is an essential component of mammalian In plants and algae, the galactosyldiacylglycerols,[13] and sulfoquinovosyldiacylglycerol,[14] which lack a phosphate group, are important components of membranes of chloroplasts and related organelles and are the most abundant lipids in photosynthetic tissues, including those of higher plants, algae and certain bacteria.

Figure 3: Self-organization of phospholipids. A lipid bilayer is shown on the left and a micelle on the right.
Figure 3: Self-organization of phospholipids. Phospholipids are a class of Lipids and are a major component of all Biological membranes All phospholipids contain a Diglyceride, a Phosphate A lipid bilayer is shown on the left and a micelle on the right. A lipid bilayer or bilayer lipid membrane ( BLM) is a membrane composed of Lipid molecules (usually Phospholipids. A micelle (rarely micella, plural micelles) is an aggregate of Surfactant molecules dispersed in a liquid Colloid.

A biological membrane is a form of lipid bilayer, as is a liposome. A liposome is a tiny bubble ( vesicle) made out of the same material as a cell membrane. The formation of lipid bilayers is an energetically-preferred process when the glycerophospholipids described above are in an aqueous environment. Glycerophospholipids or phosphoglycerides are Glycerol -based Phospholipids They are the main component of Biological membranes In an aqueous system, the polar heads of lipids orientate towards the polar, aqueous environment, while the hydrophobic tails minimise their contact with water. The lipophilic tails of lipids (U) tend to cluster together, forming a lipid bilayer (1) or a micelle (2). A lipid bilayer or bilayer lipid membrane ( BLM) is a membrane composed of Lipid molecules (usually Phospholipids. A micelle (rarely micella, plural micelles) is an aggregate of Surfactant molecules dispersed in a liquid Colloid. Other aggregations are also observed and form part of the polymorphism of amphiphile (lipid) behaviour. Amphiphile (from the Greek αμφις amphis both and φιλíα Philia: love friendship is a term describing a Chemical compound possessing both The polar heads (P) face the aqueous environment, curving away from the water. Phase behaviour is a complicated area within biophysics and is the subject of current academic research. Polymorphism in biophysics is the aspect of the behaviour of Lipids that influences their long-range order i Micelles and bilayers form in the polar medium by a process known as the hydrophobic effect. The hydrophobic effect is the property that non-polar molecules tend to form intermolecular aggregates in an aqueous medium and analogous intramolecular interactions [15] When dissolving a lipophilic or amphiphilic substance in a polar environment, the polar molecules (i. e. water in an aqueous solution) become more ordered around the dissolved lipophilic substance, since the polar molecules cannot form hydrogen bonds to the lipophilic areas of the amphiphile. A hydrogen bond results from a Dipole-dipole force between an Electronegative atom and a Hydrogen atom bonded to Nitrogen, Oxygen Amphiphile (from the Greek αμφις amphis both and φιλíα Philia: love friendship is a term describing a Chemical compound possessing both So in an aqueous environment the water molecules form an ordered "clathrate" cage around the dissolved lipophilic molecule. A clathrate or clathrate compound or cage compound is a Chemical substance consisting of a lattice of one type of molecule trapping [16]

Energy storage and metabolism

Triacylglycerols, stored in adipose tissue, are a major form of energy storage in animals. Animals use triglycerides for energy storage because of its high caloric content (9 KCal/g), whereas plants, which do not require energy for movement, can afford to store food for energy in a less compact but more easily accessible form, such as starch (carbohydrate). Triglycerides and phospholipids are broken down into free fatty acids by the action of lipases. Beta oxidation is the process by which fatty acids, in the form of acyl-CoA molecules, are broken down in the mitochondria and/or in peroxisomes to generate acetyl-CoA. Beta oxidation is the process by which Fatty acids in the form of Acyl-CoA molecules are broken down in Mitochondria and/or in Peroxisomes to The acetyl CoA is then ultimately converted into ATP, CO2, and H2O using the citric acid cycle and the electron transport chain. Adenosine-5'-triphosphate ( ATP) is a multifunctional Nucleotide that is most important as a " molecular currency" of intracellular Energy The citric acid cycle, also known as the tricarboxylic acid cycle ( TCA cycle) or the Krebs cycle, (or rarely the Szent-Györgyi–Krebs cycle An electron transport chain couples a chemical reaction between an electron donor (such as NADH) and an electron acceptor (such as O2) to the transfer Conversely, fatty acid biosynthesis (Lipogenesis) takes place in the cytoplasm, using acetyl-CoA (derived from carbohydrates, amino acids or fatty acids) as the precursor[17]. Lipogenesis is the process by which simple sugars such as Glucose are converted to Fatty acids which are subsequently esterified with Glycerol The fatty acids may be subsequently converted to triacylglycerols that are packaged in lipoproteins (VLDL's) and secreted from the liver. A lipoprotein is a biochemical assembly that contains both Proteins and Lipids The lipids or their derivatives may be covalently or non-covalently bound

Signaling

In recent years, evidence has emerged showing that lipid signaling is a vital part of the cell signaling. Lipid signaling broadly defined refers to any biological signaling event involving a Lipid messenger that binds and activates a receptor. Cell signaling is part of a Complex system of Communication that governs basic cellular activities and coordinates cell actions [18] Lipid signaling may occur via activation of GPCR's or nuclear receptors, and members of several different lipid categories have been identified as signaling molecules and cellular messengers. [19] These include sphingosine-1-phosphate, a sphingolipid derived from ceramide that is a potent messenger molecule involved in regulating calcium mobilization, cell growth, apoptosis; diacylglycerol(DAG) and the phosphatidylinositol phosphates (PIPs), involved in calcium-mediated activation of protein kinase C; the prostaglandins, arachidonic acid -derived fatty acids involved in inflammation and immunity; the steroid hormones such as estrogen, testosterone and cortisol, which modulate a host of functions such as reproduction, metabolism and blood pressure; and the oxysterols such as 25-hydroxy-cholesterol that are Liver X receptor (LXR) agonists. Sphingosine-1-phosphate (S1P is a signaling Sphingolipid. It is also referred to as a bioactive lipid mediator A diglyceride, or a diacylglycerol (DAG is a Glyceride consisting of two Fatty acid chains covalently bonded to a Glycerol Phosphatidylinositol (abbreviated PtdIns or PI is a minor Phospholipid component in the cytosolic side of eukaryotic Cell membranes. Protein kinase C ('PKC') is a family of protein kinases consisting of ~10 Isozymes. A prostaglandin is any member of a group of Lipid compounds that are derived enzymatically from Fatty acids and have important functions in the Animal body Estrogens (US otherwise oestrogens or œstrogens) are a group of Steroid compounds named for their importance in the Estrous cycle, Testosterone is a Steroid hormone from the Androgen group In mammals testosterone is primarily secreted in the testes of males and the Ovaries Cortisol is a Corticosteroid Hormone produced by the Adrenal gland (in the Zona fasciculata of the Adrenal cortex) The liver X receptor ( LXR) is a member of the Nuclear receptor family of Transcription factors and is closely related to nuclear receptors such as

Other functions

The "fat-soluble" vitamins (A, D, E and K) which are isoprene-based lipids are essential nutrients stored in the liver and fatty tissues. These have a diverse range of functions discussed elsewhere. Acyl-carnitines are involved in the transport and metabolism of fatty acids in and out of mitochondria, where they undergo beta oxidation. Polyprenols and their phosphorylated derivatives also play important transport roles, in this case the transport of oligosaccharides across membranes. Polyprenol phosphate sugars and polyprenol diphosphate sugars function in extra-cytoplasmic glycosylation reactions, in extra-cellular polysaccharide biosynthesis (for instance peptidoglycan polymerization in bacteria), and in eukaryotic protein N-glycosylation. [20] Cardiolipins are a subclass of glycerophospholipids containing four acyl chains and three glycerol groups that are particularly abundant in the inner mitochondrial membrane. They are believed to activate enzymes involved with oxidative phosphorylation. [21]

Nutrition and health

Lipids play diverse and important roles in nutrition and health. [22] Many lipids are absolutely essential for life. However, there is also considerable awareness that abnormal levels of certain lipids, particularly cholesterol (in hypercholesterolemia) and trans fatty acids, are risk factors for heart disease amongst others.

Humans have a requirement for certain essential fatty acids, such as linoleic acid (an omega-6 fatty acid) and alpha-linolenic acid (an omega-3 fatty acid) in the diet because they cannot be synthesized from simple precursors in the diet. Linoleic acid (LA is an unsaturated Omega-6 fatty acid. It is a colorless liquid α -Linolenic acid ( ALA) is an organic compound found in many common vegetable oils. Both of these fatty acids are 18-carbon polyunsaturated fatty acids differing in the number and position of the double bonds. Most vegetable oils are rich in linoleic acid (safflower, sunflower, and corn oils). Alpha-linolenic acid is found in the green leaves of plants, and in selected seeds, nuts and legumes (flax, canola, walnuts and soy). Fish oils are particularly rich in the longer-chain omega-6 fatty acids eicosapentaenoic acid (EPA) and docosahexaenoic acid (DHA). Eicosapentaenoic acid (EPA or also icosapentaenoic acid is an Omega-3 fatty acid. Docosahexaenoic acid (commonly known as DHA; 226(ω-3 all-cis -docosa-4710131619-hexa- enoic acid Trivial name cervonic Most of the lipid found in food is in the form of triacylglycerols, cholesterol and phospholipids.

Most of the saturated fatty acids (as triacylglycerols) in the diet are incorporated into adipose tissue stores, because the absence of double bonds allows a higher energy yield per carbon than is obtained from oxidation of unsaturated fatty acids. The longer chain fatty acids are incorporated into cell membranes as phospholipids regardless of degree of saturation. Since dietary fatty acids are exchanged with membrane fatty acids, dietary fat composition is reflected in membrane lipid composition. Thus dietary fatty acids can influence cell function through effects on membrane properties. Dietary fat provides an average energy intake which is approximately twice that of carbohydrate or protein. A minimum amount of dietary fat is necessary to facilitate absorption of fat-soluble vitamins (A, D, E and K) and carotenoids. A minimal amount of body fat is also necessary to provide insulation that prevents heat loss and protects vital organs from shock due to ordinary activities.

High fat intake contributes to increased risk of obesity, diabetes and atherosclerosis. Atherosclerosis is the primary cause of coronary and cardiovascular diseases and is primary due to the buildup of plaque on the inside walls of arteries. Atherosclerosis is a Disease affecting arterial Blood vessels It is a chronic inflammatory response in the walls of arteries in large part due to the accumulation Plaque is made up of cholesterol-rich low density lipoproteins (LDL), macrophages, smooth muscle cells, platelets, and other substances. In North America and most other western countries, atherosclerosis is the leading cause of illness and death, almost doubling the number of deaths from cancers. Despite significant medical advances, coronary artery disease and atherosclerotic stroke are responsible for more deaths than all other causes combined. A substantial amount of scientific evidence supports the impact of dietary fatty acids on cardiovascular health. Saturated fats have a profound hypercholesterolemic (increase blood cholesterol levels) effect and tend to increase plasma LDL. They are found predominantly in animal products (butter, cheese and meat) but coconut oil and palm oil are common vegetable sources. Intake of monounsaturated fats in oils such as olive oil is thought to be preferable to consumption of polyunsaturated fats in oils such as corn oil because the monounsaturated fats apparently do not lower high-density-lipoprotein (HDL) cholesterol levels. [23] Keeping cholesterol in the normal range not only helps prevent heart attacks and strokes but may also prevent the progression of atherosclerosis. "Statins" are a class of drugs that lowers the level of cholesterol in the blood by inhibiting the enzyme HMG-CoA reductase. The statins (or HMG-CoA reductase inhibitors) form a class of hypolipidemic drugs used to lower Cholesterol levels in people with or at risk of Cardiovascular HMG-CoA reductase (or 3-hydroxy-3-methyl-glutaryl-CoA reductase or HMGR) is the rate controlling Enzyme ( of the Mevalonate pathway the This is a key enzyme involved in the biosynthesis of cholesterol in the liver.

References

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See also

External links

Introductory

Classification

Nomenclature

Databases

General

Dictionary

lipid

-noun

  1. (chemistry) Any of a group of organic compounds including the fats, oils, waxes, sterols, nucleic acids, and triglycerides. Lipids are characterized by being insoluble in water, and account for most of the fat present in the human body. They are, however, soluble in nonpolar organic solvents.
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