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Names | |
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IUPAC name Polyoxyethylene (20) sorbitan monooleate | |
Other names
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Identifiers | |
ChEMBL | |
ChemSpider |
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ECHA InfoCard | 100.105.529 |
E number | E433 (thickeners, ...) |
KEGG | |
RTECS number |
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UNII | |
CompTox Dashboard (EPA) | |
Properties | |
C64H124O26 | |
Molar mass | 1310 g/mol |
Appearance | Amber colored oil |
Density | 1.102 g/mL |
Boiling point | > 100°C |
100 mL/L [2] | |
Solubility in other solvents | soluble in ethanol, cottonseed oil, corn oil, ethyl acetate, methanol, toluene |
Viscosity | 300–500 centistokes (@25°C) |
Hazards | |
Occupational safety and health (OHS/OSH): | |
Main hazards | Irritant |
NFPA 704 (fire diamond) | |
Flash point | 113 °C (235 °F; 386 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Polysorbate 80 is a nonionic surfactant and emulsifier often used in pharmaceuticals, foods, and cosmetics. This synthetic compound is a viscous, water-soluble yellow liquid.
Polysorbate 80 is derived from polyethoxylated sorbitan and oleic acid. The hydrophilic groups in this compound are polyethers also known as polyoxyethylene groups, which are polymers of ethylene oxide. In the nomenclature of polysorbates, the numeric designation following polysorbate refers to the lipophilic group, in this case, the oleic acid (see polysorbate for more detail).
The full chemical names for polysorbate 80 are:
The critical micelle concentration of polysorbate 80 in pure water is reported as 0.012 mM. [3]
E number: E433
Brand names:
Polysorbate 80 is used as an emulsifier in foods, though research suggests it may "profoundly impact intestinal microbiota in a manner that promotes gut inflammation and associated disease states." [6]
For example, in ice cream, polysorbate is added up to 0.5% (v/v) concentration to make the ice cream smoother and easier to handle, as well as increasing its resistance to melting. [7] Adding polysorbate prevents milk proteins from completely coating the fat droplets. This allows them to join in chains and nets, which hold air in the mixture, and provide a firmer texture that holds its shape as the ice cream melts.
Polysorbate 80 is also used as a surfactant in soaps and cosmetics (including eyedrops), or a solubilizer, such as in a mouthwash. The cosmetic grade of polysorbate 80 may have more impurities than the food grade. [8]
Polysorbate 80 is a surfactant and solubilizer used in a variety of oral and topical pharmaceutical products.
Polysorbate 80 is also an excipient that is used to stabilize aqueous formulations of medications for parenteral administration, and used as an emulsifier in the making of the antiarrhythmic amiodarone. [9] It is also used as an excipient in some European and Canadian influenza vaccines. [10] Influenza vaccines contain 2.5 μg of polysorbate 80 per dose. [10] Polysorbate 80 is found in many vaccines used in the United States, [11] including the Janssen COVID-19 vaccine. [12] It is used in the culture of Mycobacterium tuberculosis in Middlebrook 7H9 broth. It is also used as an emulsifier in the estrogen-regulating drug Estrasorb. [13]
Polysorbate 80 is also used in granulation for stabilization of drugs and excipients when IPA binding. [14]
Some mycobacteria contain a type of lipase (enzyme that breaks up lipid molecules); when these species are added to a mixture of polysorbate 80 and phenol red, they cause the solution to change color, so this is used as a test to identify the phenotype of a strain or isolate. [15]
On RODAC agar plates used in microbiological control, polysorbate 80 counteracts disinfectants often found on sampled surfaces, thereby allowing the microbes found on these surfaces to grow. [16]
An emulsion is a mixture of two or more liquids that are normally immiscible owing to liquid-liquid phase separation. Emulsions are part of a more general class of two-phase systems of matter called colloids. Although the terms colloid and emulsion are sometimes used interchangeably, emulsion should be used when both phases, dispersed and continuous, are liquids. In an emulsion, one liquid is dispersed in the other. Examples of emulsions include vinaigrettes, homogenized milk, liquid biomolecular condensates, and some cutting fluids for metal working.
Sodium dodecyl sulfate (SDS) or sodium lauryl sulfate (SLS), sometimes written sodium laurilsulfate, is an organic compound with the formula CH3(CH2)11OSO3Na and structure H3C−(CH2)11−O−S(=O)2−O−Na+. It is an anionic surfactant used in many cleaning and hygiene products. This compound is the sodium salt of the 12-carbon organosulfate. Its hydrocarbon tail combined with a polar "headgroup" give the compound amphiphilic properties that make it useful as a detergent. SDS is also component of mixtures produced from inexpensive coconut and palm oils. SDS is a common component of many domestic cleaning, personal hygiene and cosmetic, pharmaceutical, and food products, as well as of industrial and commercial cleaning and product formulations.
Surfactants are chemical compounds that decrease the surface tension or interfacial tension between two liquids, a liquid and a gas, or a liquid and a solid. The word "surfactant" is a blend of surface-active agent, coined c. 1950. As they consist of a water-repellent and a water-attracting part, they enable water and oil to mix; they can form foam and facilitate the detachment of dirt.
Polyethylene glycol (PEG; ) is a polyether compound derived from petroleum with many applications, from industrial manufacturing to medicine. PEG is also known as polyethylene oxide (PEO) or polyoxyethylene (POE), depending on its molecular weight. The structure of PEG is commonly expressed as H−(O−CH2−CH2)n−OH.
Polysorbates are a class of emulsifiers used in some pharmaceuticals and food preparation. They are commonly used in oral and topical pharmaceutical dosage forms. They are also often used in cosmetics to solubilize essential oils into water-based products. Polysorbates are oily liquids derived from ethoxylated sorbitan esterified with fatty acids. Common brand names for polysorbates include Kolliphor, Scattics, Alkest, Canarcel, Tween, and Kotilen.
Triton X-100 is a nonionic surfactant that has a hydrophilic polyethylene oxide chain and an aromatic hydrocarbon lipophilic or hydrophobic group. The hydrocarbon group is a 4-(1,1,3,3-tetramethylbutyl)-phenyl group. Triton X-100 is closely related to IGEPAL CA-630, which might differ from it mainly in having slightly shorter ethylene oxide chains. As a result, Triton X-100 is slightly more hydrophilic than Igepal CA-630 thus these two detergents may not be considered functionally interchangeable for most applications.
Polysorbate 20 is a polysorbate-type nonionic surfactant formed by the ethoxylation of sorbitan monolaurate. Its stability and relative nontoxicity allows it to be used as a detergent and emulsifier in a number of domestic, scientific, and pharmacological applications. As the name implies, the ethoxylation process leaves the molecule with 20 repeat units of polyethylene glycol; in practice these are distributed across 4 different chains, leading to a commercial product containing a range of chemical species.
Poloxamer 407 is a hydrophilic non-ionic surfactant of the more general class of copolymers known as poloxamers. Poloxamer 407 is a triblock copolymer consisting of a central hydrophobic block of polypropylene glycol flanked by two hydrophilic blocks of polyethylene glycol (PEG). The approximate lengths of the two PEG blocks is 101 repeat units, while the approximate length of the propylene glycol block is 56 repeat units. This particular compound is also known by the BASF trade name Pluronic F-127 or by the Croda trade name Synperonic PE/F 127. BASF also offers a pharmaceutical grade, under trade name Kolliphor P 407.
Pharmaceutical formulation, in pharmaceutics, is the process in which different chemical substances, including the active drug, are combined to produce a final medicinal product. The word formulation is often used in a way that includes dosage form.
In microbiology, the phenotypic testing of mycobacteria uses a number of methods. The most-commonly used phenotypic tests to identify and distinguish Mycobacterium strains and species from each other are described below.
Sorbitan is a mixture of isomeric organic compounds derived from the dehydration of sorbitol and is an intermediate in the conversion of sorbitol to isosorbide. Sorbitan is primarily used in the production of surfactants such as polysorbates; which are important emulsifying agents, with a total annual demand of more than 10,000 tons in 2012. Sorbitan and Sorbitol esters are an uncommon allergen.
Polyethylene glycol cetyl ether (polyethylene glycol hexadecyl ether) is a nonionic surfactant produced by the ethoxylation of cetyl alcohol to give a material with the general formula HO(C2H4O)nC16H33. Several grades of this material are available depending on the level of ethoxylation performed, with repeat units (n) of polyethylene glycol varying between 2 and 20. Commercially it can be known as Cetomacrogol 1000, Brij 58 (when n=20), Brij 56 (when n=10), and other trade names.
Lipid nanoparticles (LNPs) are nanoparticles composed of lipids. They are a novel pharmaceutical drug delivery system, and a novel pharmaceutical formulation. LNPs as a drug delivery vehicle were first approved in 2018 for the siRNA drug Onpattro. LNPs became more widely known in late 2020, as some COVID-19 vaccines that use RNA vaccine technology coat the fragile mRNA strands with PEGylated lipid nanoparticles as their delivery vehicle.
IGEPAL CA-630 is a nonionic, non-denaturing detergent. Its official IUPAC name is octylphenoxypolyethoxyethanol. IGEPAL is a registered trademark of Rhodia.
SEPPIC designs and supplies specialty chemical products for health and wellbeing. The company is based in France, with distributors and production sites around the world. It has four main areas of business: personal care, pharmaceuticals and nutrition, vaccine adjuvants and injectables, and industrial specialties.
Egg lecithin is a type of lecithin, a group of compounds primarily containing phospholipids, that is derived from eggs.
Sucrose esters or sucrose fatty acid esters are a group of non-naturally occurring surfactants chemically synthesized from the esterification of sucrose and fatty acids. This group of substances is remarkable for the wide range of hydrophilic-lipophilic balance (HLB) that it covers. The polar sucrose moiety serves as a hydrophilic end of the molecule, while the long fatty acid chain serves as a lipophilic end of the molecule. Due to this amphipathic property, sucrose esters act as emulsifiers; i.e., they have the ability to bind both water and oil simultaneously. Depending on the HLB value, some can be used as water-in-oil emulsifiers, and some as oil-in-water emulsifiers. Sucrose esters are used in cosmetics, food preservatives, food additives, and other products. A class of sucrose esters with highly substituted hydroxyl groups, olestra, is also used as a fat replacer in food.
Sorbitan monopalmitate (SMP) is a food additive, permitted by the EU. It is entry E495 in the E number list of permitted food additives. It is also known under the trade name Span 40.
A vaccine dose contains many ingredients very little of which is the active ingredient, the immunogen. A single dose may have merely nanograms of virus particles, or micrograms of bacterial polysaccharides. A vaccine injection, oral drops or nasal spray is mostly water. Other ingredients are added to boost the immune response, to ensure safety or help with storage, and a tiny amount of material is left-over from the manufacturing process. Very rarely, these materials can cause an allergic reaction in people who are very sensitive to them.
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