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Lecithin

 

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Lecithin



 
 
Lecithin is any of a group of yellow-brownish fatty substances occurring in animal and plant tissues, and in egg yolk, composed of phosphoric acid
Phosphoric acid

Phosphoric acid, also known as orthophosphoric acid or phosphoric acid, is a mineral acid having the chemical formula Hydrogen3PhosphorusOxygen4....
, choline
Choline

Choline is an organic compound, classified as a water-soluble essential nutrient and usually grouped within the Vitamin B complex. This natural amine is found in the lipids that make up cell membranes and in the neurotransmitter acetylcholine....
, fatty acids, glycerol
Glycerol

Glycerol is a chemical compound also commonly called glycerin or glycerine. It is a colorless, odorless, Viscosity liquid that is widely used in pharmaceutical formulations....
, glycolipid
Glycolipid

Glycolipids are carbohydrate-attached lipids. Their role is to provide energy and also serve as genetic marker for Cell recognition.They occur where a carbohydrate chain is associated with phospholipids on the exoplasmic surface of the cell biological membrane....
s, triglyceride
Triglyceride

is a glyceride in which the glycerol is esterified with three fatty acids. It is the main constituent of vegetable oil and animal fats....
s, and phospholipid
Phospholipid

File:Phospholipid.svgFile:phospholipid_structure.pngFile:Phosphatidyl-Choline.svgPhospholipids are a class of lipids and are a major component of all cell membranes....
s (e.g., phosphatidylcholine
Phosphatidylcholine

Phosphatidylcholines are a class of phospholipids which incorporate choline as a headgroup.They are a major component of biological membranes and can be isolated from either egg yolk or soy beans from which they are mechanically extracted or chemically extracted using hexane....
, phosphatidylethanolamine
Phosphatidylethanolamine

Phosphatidylethanolamine is a lipid found in biological membranes. It is synthesized by the addition of Cytidine diphosphate-ethanolamine to diglyceride, releasing Cytidine monophosphate....
, and phosphatidylinositol
Phosphatidylinositol

Phosphatidylinositol is a minor phospholipid component in the cytosolic side of eukaryotic cell membranes. Being an amphiphile, this molecule possesses lipid polymorphism behaviour, that is currently a topic of research in academic study....
). However, lecithin is sometimes used as a synonym for pure phosphatidylcholine
Phosphatidylcholine

Phosphatidylcholines are a class of phospholipids which incorporate choline as a headgroup.They are a major component of biological membranes and can be isolated from either egg yolk or soy beans from which they are mechanically extracted or chemically extracted using hexane....
, a phospholipid
Phospholipid

File:Phospholipid.svgFile:phospholipid_structure.pngFile:Phosphatidyl-Choline.svgPhospholipids are a class of lipids and are a major component of all cell membranes....
 that is the major component of its phosphatide fraction.






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Phosphatidylcholine
Lecithin is any of a group of yellow-brownish fatty substances occurring in animal and plant tissues, and in egg yolk, composed of phosphoric acid
Phosphoric acid

Phosphoric acid, also known as orthophosphoric acid or phosphoric acid, is a mineral acid having the chemical formula Hydrogen3PhosphorusOxygen4....
, choline
Choline

Choline is an organic compound, classified as a water-soluble essential nutrient and usually grouped within the Vitamin B complex. This natural amine is found in the lipids that make up cell membranes and in the neurotransmitter acetylcholine....
, fatty acids, glycerol
Glycerol

Glycerol is a chemical compound also commonly called glycerin or glycerine. It is a colorless, odorless, Viscosity liquid that is widely used in pharmaceutical formulations....
, glycolipid
Glycolipid

Glycolipids are carbohydrate-attached lipids. Their role is to provide energy and also serve as genetic marker for Cell recognition.They occur where a carbohydrate chain is associated with phospholipids on the exoplasmic surface of the cell biological membrane....
s, triglyceride
Triglyceride

is a glyceride in which the glycerol is esterified with three fatty acids. It is the main constituent of vegetable oil and animal fats....
s, and phospholipid
Phospholipid

File:Phospholipid.svgFile:phospholipid_structure.pngFile:Phosphatidyl-Choline.svgPhospholipids are a class of lipids and are a major component of all cell membranes....
s (e.g., phosphatidylcholine
Phosphatidylcholine

Phosphatidylcholines are a class of phospholipids which incorporate choline as a headgroup.They are a major component of biological membranes and can be isolated from either egg yolk or soy beans from which they are mechanically extracted or chemically extracted using hexane....
, phosphatidylethanolamine
Phosphatidylethanolamine

Phosphatidylethanolamine is a lipid found in biological membranes. It is synthesized by the addition of Cytidine diphosphate-ethanolamine to diglyceride, releasing Cytidine monophosphate....
, and phosphatidylinositol
Phosphatidylinositol

Phosphatidylinositol is a minor phospholipid component in the cytosolic side of eukaryotic cell membranes. Being an amphiphile, this molecule possesses lipid polymorphism behaviour, that is currently a topic of research in academic study....
). However, lecithin is sometimes used as a synonym for pure phosphatidylcholine
Phosphatidylcholine

Phosphatidylcholines are a class of phospholipids which incorporate choline as a headgroup.They are a major component of biological membranes and can be isolated from either egg yolk or soy beans from which they are mechanically extracted or chemically extracted using hexane....
, a phospholipid
Phospholipid

File:Phospholipid.svgFile:phospholipid_structure.pngFile:Phosphatidyl-Choline.svgPhospholipids are a class of lipids and are a major component of all cell membranes....
 that is the major component of its phosphatide fraction. It may be isolated either from egg yolk
Egg yolk

An egg yolk is the part of an Egg which serves as the food source for the developing embryo inside. Prior to fertilization the yolk together with the germinal disc is a single Cell ....
 (in Greek
Greek language

Greek is an Indo-European languages native to the southern Balkan peninsula, the language of the Greek people. It forms an independent branch within Indo-European....
 lekithos—???????) or from soy beans, from which it is extracted chemically (using hexane
Hexane

Hexane is an alkane hydrocarbon with the chemical formula CH34CH3 or C6H14. The "hex" prefix refers to its six carbons, while the "ane" ending indicates that its carbons are connected by single bonds....
) or mechanically.

It has low solubility in water. In aqueous solution its phospholipids can form either liposomes, bilayer sheets, micelles, or lamellar structures, depending on hydration and temperature. This results in a type of surfactant
Surfactant

Surfactants are wetting agents that lower the surface tension of a liquid, allowing easier spreading, and lower the interfacial tension between two liquids....
 that is usually classified as amphoteric.

Lecithin is sold as a food supplement and for medical uses. In cooking, it is sometimes used as an emulsifier.

In biology

Phosphatidylcholine
Phosphatidylcholine

Phosphatidylcholines are a class of phospholipids which incorporate choline as a headgroup.They are a major component of biological membranes and can be isolated from either egg yolk or soy beans from which they are mechanically extracted or chemically extracted using hexane....
 occurs in all cellular organisms being one of the components of the phospholipid portion of the cell membrane
Cell membrane

The cell membrane is the interface between the cellular machinery inside the cell and the fluid outside.It is a semipermeable lipid bilayer found in all cell ....
.

As a food additive

Lecithin is regarded as a well-tolerated and non-toxic surfactant
Surfactant

Surfactants are wetting agents that lower the surface tension of a liquid, allowing easier spreading, and lower the interfacial tension between two liquids....
. It is approved by the United States
United States

The United States of America is a Federal government constitutional republic comprising U.S. state and a federal district. The country is situated mostly in central North America, where its Contiguous United States and Washington, D.C., the Capital districts and territories, lie between the Pacific Ocean and Atlantic Oceans, Borders of the U...
 Food and Drug Administration
Food and Drug Administration

The U.S. Food and Drug Administration is an Government agency of the United States Department of Health and Human Services and is responsible for regulating and supervising the safety of foods, dietary supplements, Medications, vaccines, Biopharmaceutical, blood transfusion, medical devices, Electromagnetic radiation-emitting devices, veteri...
 for human consumption with the status "Generally Recognized As Safe
Gras

Gras is a Communes of France in the Ard?che Departments of France in southern France....
." Lecithin is an integral part of cell membrane
Cell membrane

The cell membrane is the interface between the cellular machinery inside the cell and the fluid outside.It is a semipermeable lipid bilayer found in all cell ....
s, and can be totally metabolized
Metabolism

Metabolism is the set of chemical reactions that occur in living organisms in order to maintain life. These processes allow organisms to grow and reproduce, maintain their structures, and respond to their environments....
, so it is virtually non-toxic to humans. Other emulsifiers can only be excreted via the kidney
Kidney

The kidneys are Organ that have numerous biological roles. Their primary role is to maintain the homeostasis balance of bodily fluids by filtering and secreting Metabolomics#Metabolitess and minerals from the blood and excreting them, along with water , as urine....
s.

Lecithin is used commercially in substances requiring a natural emulsifier and/or lubricant
Lubricant

A lubricant is a substance introduced between two moving surfaces to reduce the friction between them, improving efficiency and reducing wear....
, from pharmaceuticals to protective coverings. For example, lecithin is the emulsifier that keeps cocoa
Cocoa

Cocoa is the dried and fully fermented fatty seed of the cacao from which chocolate is made. "Cocoa" can often also refer to the drink commonly known as hot chocolate; Cocoa solids, the dry powder made by grinding cocoa seeds and removing the cocoa butter from the dark, bitter cocoa solids; or it may refer to the combination of both cocoa p...
 and cocoa butter
Cocoa butter

Cocoa butter, also called theobroma oil or theobroma cacao, is a pale-yellow, pure edible vegetable fat extracted from the cacao bean....
 in a candy bar
Candy bar

A chocolate bar is a confection in bar form comprising some or all of the following components: cocoa solids, cocoa butter, sugar, milk. The relative presence or absence of these components form the subclasses of dark chocolate, milk chocolate, and white chocolate....
 from separating.

There are studies that show soy-derived lecithin has significant effects on lowering cholesterol
Cholesterol

Cholesterol is a lipidic, waxy alcohol found in the cell membranes and transported in the blood plasma of all animals. It is an essential component of mammalian cell membranes where it is required to establish proper membrane permeability and membrane fluidity....
 and triglyceride
Triglyceride

is a glyceride in which the glycerol is esterified with three fatty acids. It is the main constituent of vegetable oil and animal fats....
, while increasing HDL ("good cholesterol") levels in the blood .

Commercial lecithin, as used by food manufacturers, is a mixture of phospholipid
Phospholipid

File:Phospholipid.svgFile:phospholipid_structure.pngFile:Phosphatidyl-Choline.svgPhospholipids are a class of lipids and are a major component of all cell membranes....
s in oil
Vegetable fats and oils

Vegetable fats and oils are lipid materials derived from plants. Physically, oils are liquid at room temperature, and fats are solid. Chemically, both fats and oils are composed of triglycerides, as contrasted with waxes which lack glycerin in their structure....
. The lecithin is obtained by degumming the extracted oil of the seeds. The lecithin is a mixture of various phospholipids, and the composition depends on the origin of the lecithin. A major source of lecithin is soybean oil. Because of the EU-requirement to declare additions of allergens in foods, in addition to regulations regarding Genetically Modified Crops, a gradual shift to other sources of lecithin(e.g., sunflower oil
Sunflower oil

Sunflower oil is the non-volatile oil expressed from sunflower seeds. Sunflower oil is commonly used in food as a frying oil, and in cosmetics formulations as an emollient....
) is taking place.

The main phospholipids in lecithin from soya and sunflower are phosphatidyl choline, phosphatidyl inositol, phosphatidyl ethanolamine, and phosphatidic acid. They are often abbreviated to PC, PI, PE, and PA, respectively. To modify the performance of lecithin, i.e., to make it suitable for the product to which it is added, it may be hydrolysed enzymatically. In hydrolysed lecithins, a portion of the phospholipids have one fatty acid removed by phospholipase
Phospholipase

A phospholipase is an enzyme that hydrolyzes phospholipids into fatty acids and other lipophilic substances. There are four major classes, termed A, B, C and D distinguished by what type of reaction they catalyze:...
. Such phospholipids are called lyso-phospholipids. The most commonly-used phospholipase is phospholipase A2, which removes the fatty acid
Fatty acid

In chemistry, especially biochemistry, a fatty acid is a carboxylic acid often with a long unbranched aliphatic tail , which is either saturation or Unsaturated compound....
 at the sn-2 position.

In margarines, especially those containing high levels of fat (>75%), lecithin is added as an 'anti-spattering' agent for shallow frying
Frying

Frying is the cooking of food in oil or fat, a technique that originated in ancient Old_Kingdom around 2500BC. Chemically, oils and fats are the same, differing only in melting point, but the distinction is only made when needed....
. Lecithin is admitted by the EU as a food additive
Food additive

Food additives are substances added to food to preserve flavour or improve its taste and appearance.Some additives have been used for centuries; for example, preserving food by pickling , edible salting, as with bacon, preserving sweets or using sulfur dioxide as in some wines....
, designated by E number
E number

E numbers are number codes for food additives and are usually found on food labels throughout the European Union. The numbering scheme follows that of the International Numbering System as determined by the Codex Alimentarius committee....
 E322.

Lecithins may also be modified by a process called fractionation
Fractionation

Fractionation is a separation process in which a certain quantity of a mixture is divided up in a number of smaller quantities in which the wikt:composition changes according to a gradient....
. During this process, lecithin is mixed with an alcohol, usually ethanol. Some phospholipids have a good solubility in ethanol (e.g., phosphatidylcholine), whereas most other phospholipids do not dissolve well in ethanol. The ethanol is separated from the lecithin sludge, after which the ethanol is removed by evaporation, to obtain a phosphatidylcholine-enriched lecithin fraction.

Compatibility with special diets

Thus far, the only proven benefit and suggested use is for those taking niacin
Niacin

Niacin, also known as vitamin B3, is a water-soluble vitamin which prevents the Nutrition disorder pellagra. It is an organic compound with the chemical formula C6H5NO2....
 to treat high cholesterol. Niacin treatment can deplete choline
Choline

Choline is an organic compound, classified as a water-soluble essential nutrient and usually grouped within the Vitamin B complex. This natural amine is found in the lipids that make up cell membranes and in the neurotransmitter acetylcholine....
, necessitating an increased amount of lecithin or choline in the diet.

Egg
Egg (food)

An egg is a round or oval body laid by the female of many animals, consisting of an ovum surrounded by layers of membranes and an outer casing, which acts to nourish and protect a developing embryo and its nutrient reserves....
-derived lecithin may be a concern for those following some specialized diet
Diet (nutrition)

In nutrition, the diet is the sum of food consumed by a person or other organism. Dietary habits are the habitual decisions an individual or culture makes when choosing what foods to eat....
s. Egg lecithin is not a concern for those on low-cholesterol
Cholesterol

Cholesterol is a lipidic, waxy alcohol found in the cell membranes and transported in the blood plasma of all animals. It is an essential component of mammalian cell membranes where it is required to establish proper membrane permeability and membrane fluidity....
 diets, but, if not purified before being used as a food ingredient, it could significantly raise the overall cholesterol content of the food.

Religious conventions

For observant Jew
Jew

A Jew is a member of the Jewish people, an ethnoreligious group that traces its ancestry to the Israelites or Hebrews of the Ancient Near East....
s under Kashrut
Kashrut

Kashrut refers to Judaism Taboo food and drink. Food in accord with halakha is termed kosher in English language, from the Ashkenazi Hebrew pronunciation of the Hebrew language term kash?r , meaning "fit" ....
, although not explicitly mentioned by name, under some interpretations egg lecithin may be pareve, neutral, e.g., may be mixed with both meat and dairy if it is deemed pareve by a reliable kosher certifying agency..

Also, soy derived lecithin is considered by some to be kitniyot
Kitniyot

Kitniyot, qit'niyyoth are a category of foods defined by Halakha which Ashkenazi Jews refrain from eating during the Bible festival of Passover....
 and prohibited on Passover
Passover

Passover is a Jewish and Samaritan holy day and festival commemorating God sparing the Israelites when He killed the first born of Egypt, and is followed by the seven day Feast of the Unleavened Bread commemorating the Exodus from Ancient Egypt and the liberation of the Israelites from Judaism and slavery....
.

For Muslim
Muslim

:A Muslim , , is an adherent of the religion of Islam. The feminine form is Muslimah . Literally, the word means "one who submits "....
s, under sharia law, lecithin derived from plants or eggs may or may not be allowed. This depends on the source, for example the eggs produced by jalalah birds (fed on mostly filthy feed)may not be accepted as valid source. Similarly the enzymes used for hydrolysis of lecithin also need to be produced using halal guidelines for enzyme producion.The ethanol fractionation may also need to be considered as a valid objection in halal food production.

There is no general agreement among vegetarians concerning egg-derived lecithin, but since it is animal-derived, Jains and vegans choose not to consume it.

See also

  • Biochemistry
    Biochemistry

    Biochemistry is the study of the chemistry processes in living organisms. It deals with the structure and function of cellular components such as proteins, carbohydrates, lipids, nucleic acids and other biomolecules....
  • Choline
    Choline

    Choline is an organic compound, classified as a water-soluble essential nutrient and usually grouped within the Vitamin B complex. This natural amine is found in the lipids that make up cell membranes and in the neurotransmitter acetylcholine....
  • Lipid
    Lipid

    Lipids are broadly defined as any fat-soluble , naturally-occurring molecule, such as fats, oils, waxes, cholesterol, sterols, fat-soluble vitamins , monoglycerides, diglycerides, phospholipids, and others....
  • Lipid bilayer
    Lipid bilayer

    A lipid bilayer is a thin membrane made of two layers of lipid molecules. These membranes are flat sheets that form a continuous barrier around cell ....


External links

  • (University of Erlangen)