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Essential amino acid

 

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Essential amino acid



 
 
.]] An essential amino acid or indispensable amino acid is an amino acid
Amino acid

In chemistry, an amino acid is a molecule containing both amine and carboxyl functional groups. These molecules are particularly important in biochemistry, where this term refers to alpha-amino acids with the general formula H2NCHRCOOH, where R is an organic substituent....
 that cannot be synthesized de novo
De novo synthesis

De novo is a Latin phrase, meaning "from the new," anew, or from the beginning. De novo synthesis refers to the synthesis of complex molecules from simple molecules such as sugars or amino acids, as opposed to their being recycled after partial degradation....
 by the organism (usually referring to humans), and therefore must be supplied in the diet.

t amino acids are generally regarded as essential for humans: phenylalanine
Phenylalanine

Phenylalanine is an a-amino acid with the chemical formula HO2CCHCH2C6H5, which is found naturally in the breast milk of mammals and manufactured for food and drink products and are also sold as nutritional supplements for their reputed analgesic and antidepressant effects....
, valine
Valine

Valine is an a-amino acid with the chemical formula HO2CCHCH2. L-Valine is one of 20 proteogenic amino acids....
, threonine
Threonine

Threonine is an a-amino acid with the chemical formula HO2CCHCHCH3. Its codons are ACU, ACA, ACC, and ACG. This essential amino acid is classified as Chemical polarity....
, tryptophan
Tryptophan

Tryptophan is one of the 20 List of standard amino acids, as well as an essential amino acid in the human diet. It is encoded in the standard genetic code as the codon UGG....
, isoleucine
Isoleucine

Isoleucine is an a-amino acid with the chemical formula HO2CCHCHCH2CH3. It is an essential amino acid, which means that humans cannot synthesize it, so it must be part of our diet....
, methionine
Methionine

Methionine is an a-amino acid with the chemical formula HO2CCHCH2CH2SCH3. This Essential amino acid is classified as nonpolar....
, leucine
Leucine

Leucine is an a-amino acid with the chemical formula HO2CCHCH2CH2. It is an essential amino acid, which means that humans cannot synthesise it....
, and lysine
Lysine

Lysine is an a-amino acid with the chemical formula HO2CCH4NH2. This amino acid is an essential amino acid, which means that humans cannot synthesize it....
. Cysteine
Cysteine

Cysteine is an a-amino acid with the chemical formula HO2CCHCH2SH. It is a non-essential amino acid, which means that humans can synthesize it....
 (or sulphur-containing amino acids), tyrosine
Tyrosine

Tyrosine or 4-hydroxyphenylalanine, is one of the 20 amino acids that are used by cell to protein biosynthesis proteins. This is a non-essential amino acid and it is found in casein....
 (or aromatic amino acids), histidine
Histidine

Histidine is one of the 20 standard amino acids present in proteins. In the nutritional sense, in humans, histidine is considered an essential amino acid, but only in children....
 and arginine
Arginine

Arginine is an a-amino acid. The Optical isomerism is one of the 20 most common natural amino acids. Its codons are CGU, CGC, CGA, CGG, AGA, and AGG....
 are additionally required by infants and growing children.






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.]] An essential amino acid or indispensable amino acid is an amino acid
Amino acid

In chemistry, an amino acid is a molecule containing both amine and carboxyl functional groups. These molecules are particularly important in biochemistry, where this term refers to alpha-amino acids with the general formula H2NCHRCOOH, where R is an organic substituent....
 that cannot be synthesized de novo
De novo synthesis

De novo is a Latin phrase, meaning "from the new," anew, or from the beginning. De novo synthesis refers to the synthesis of complex molecules from simple molecules such as sugars or amino acids, as opposed to their being recycled after partial degradation....
 by the organism (usually referring to humans), and therefore must be supplied in the diet.

Essentiality vs. conditional essentiality in humans

Eight amino acids are generally regarded as essential for humans: phenylalanine
Phenylalanine

Phenylalanine is an a-amino acid with the chemical formula HO2CCHCH2C6H5, which is found naturally in the breast milk of mammals and manufactured for food and drink products and are also sold as nutritional supplements for their reputed analgesic and antidepressant effects....
, valine
Valine

Valine is an a-amino acid with the chemical formula HO2CCHCH2. L-Valine is one of 20 proteogenic amino acids....
, threonine
Threonine

Threonine is an a-amino acid with the chemical formula HO2CCHCHCH3. Its codons are ACU, ACA, ACC, and ACG. This essential amino acid is classified as Chemical polarity....
, tryptophan
Tryptophan

Tryptophan is one of the 20 List of standard amino acids, as well as an essential amino acid in the human diet. It is encoded in the standard genetic code as the codon UGG....
, isoleucine
Isoleucine

Isoleucine is an a-amino acid with the chemical formula HO2CCHCHCH2CH3. It is an essential amino acid, which means that humans cannot synthesize it, so it must be part of our diet....
, methionine
Methionine

Methionine is an a-amino acid with the chemical formula HO2CCHCH2CH2SCH3. This Essential amino acid is classified as nonpolar....
, leucine
Leucine

Leucine is an a-amino acid with the chemical formula HO2CCHCH2CH2. It is an essential amino acid, which means that humans cannot synthesise it....
, and lysine
Lysine

Lysine is an a-amino acid with the chemical formula HO2CCH4NH2. This amino acid is an essential amino acid, which means that humans cannot synthesize it....
. Cysteine
Cysteine

Cysteine is an a-amino acid with the chemical formula HO2CCHCH2SH. It is a non-essential amino acid, which means that humans can synthesize it....
 (or sulphur-containing amino acids), tyrosine
Tyrosine

Tyrosine or 4-hydroxyphenylalanine, is one of the 20 amino acids that are used by cell to protein biosynthesis proteins. This is a non-essential amino acid and it is found in casein....
 (or aromatic amino acids), histidine
Histidine

Histidine is one of the 20 standard amino acids present in proteins. In the nutritional sense, in humans, histidine is considered an essential amino acid, but only in children....
 and arginine
Arginine

Arginine is an a-amino acid. The Optical isomerism is one of the 20 most common natural amino acids. Its codons are CGU, CGC, CGA, CGG, AGA, and AGG....
 are additionally required by infants and growing children. Essential amino acids are so called not because they are more important to life than the others, but because the body does not synthesize them, making it essential to include them in one's diet in order to obtain them. In addition, the amino acids arginine
Arginine

Arginine is an a-amino acid. The Optical isomerism is one of the 20 most common natural amino acids. Its codons are CGU, CGC, CGA, CGG, AGA, and AGG....
, cysteine
Cysteine

Cysteine is an a-amino acid with the chemical formula HO2CCHCH2SH. It is a non-essential amino acid, which means that humans can synthesize it....
, glycine
Glycine

Glycine is the organic compound with the chemical formula NH2CH2COOH. It is the smallest of the 20 amino acids commonly found in proteins, coded by codons GGU, GGC, GGA and GGG....
, glutamine
Glutamine

Glutamine is one of the 20 amino acids encoded by the standard genetic code. Its side chain is an amide formed by replacing the side-chain hydroxyl of glutamic acid with an amine functional group....
, histidine
Histidine

Histidine is one of the 20 standard amino acids present in proteins. In the nutritional sense, in humans, histidine is considered an essential amino acid, but only in children....
, proline
Proline

Proline is an a-amino acid, one of the twenty DNA-encoded amino acids. Its codons are CCU, CCC, CCA, and CCG. It is not an essential amino acid, which means that humans can synthesize it....
, serine
Serine

Serine is an organic compound with the chemical formula hydrogenoxygen2carbonCHCH2OH....
 and tyrosine
Tyrosine

Tyrosine or 4-hydroxyphenylalanine, is one of the 20 amino acids that are used by cell to protein biosynthesis proteins. This is a non-essential amino acid and it is found in casein....
 are considered conditionally essential, meaning they are not normally required in the diet, but must be supplied exogenously to specific populations that do not synthesize it in adequate amounts. An example would be with the disease phenylketonuria
Phenylketonuria

Phenylketonuria is an Dominance genetic disorder characterized by a deficiency in the enzyme phenylalanine hydroxylase . This enzyme is necessary to metabolize the amino acid phenylalanine to the amino acid tyrosine....
 (PKU). Individuals living with PKU must keep their intake of phenylalanine extremely low to prevent mental retardation and other metabolic complications. However, phenylalanine is the precursor for tyrosine synthesis. Without phenylalanine, tyrosine cannot be made and so tyrosine becomes essential in the diet of PKU patients.

The distinction between essential and non-essential amino acids is somewhat unclear, as some amino acids can be produced from others. The sulfur
Sulfur

Sulfur or sulphur is the chemical element that has the atomic number 16. It is denoted with the symbol S. It is an abundant Valence non-metal....
-containing amino acids, methionine
Methionine

Methionine is an a-amino acid with the chemical formula HO2CCHCH2CH2SCH3. This Essential amino acid is classified as nonpolar....
 and homocysteine
Homocysteine

Homocysteine is an amino acid with the formula HSCH2CH2CHCO2H. It is a homologous series of the amino acid cysteine, differing by an additional methylene group....
, can be converted into each other but neither can be synthesized de novo in humans. Likewise, cysteine can be made from homocysteine but cannot be synthesized on its own. So, for convenience, sulfur-containing amino acids are sometimes considered a single pool of nutritionally-equivalent amino acids as are the aromatic amino acid pair, phenylalanine
Phenylalanine

Phenylalanine is an a-amino acid with the chemical formula HO2CCHCH2C6H5, which is found naturally in the breast milk of mammals and manufactured for food and drink products and are also sold as nutritional supplements for their reputed analgesic and antidepressant effects....
 and tyrosine
Tyrosine

Tyrosine or 4-hydroxyphenylalanine, is one of the 20 amino acids that are used by cell to protein biosynthesis proteins. This is a non-essential amino acid and it is found in casein....
. Likewise arginine
Arginine

Arginine is an a-amino acid. The Optical isomerism is one of the 20 most common natural amino acids. Its codons are CGU, CGC, CGA, CGG, AGA, and AGG....
, ornithine
Ornithine

Ornithine is an amino acid which plays a role in the urea cycle....
, and citrulline
Citrulline

The organic compound citrulline is an a-amino acid. Its name is derived from citrullus, the Latin word for watermelon, from which it was first isolated in 1930....
, which are interconvertible by the urea cycle
Urea cycle

The urea cycle is a cycle of biochemistry reactions occurring in many animals that produces urea 2carbonoxygen from ammonia . This cycle was the first metabolic cycle discovered ....
, are considered a single group.

Recommended daily amounts

Estimating the daily requirement for the indispensable amino acids has proven to be difficult; these numbers have undergone considerable revision over the last 20 years. It was known for years that infants were unable to synthesize histidine, but only relatively recently has it been determined that adults are also unable to do this. The following table lists the WHO
Who

*Who is an English language interrogative pronoun....
 recommended daily amounts currently in use for essential amino acids in adult humans, together with their standard one-letter abbreviations.

Amino acid mg per kg body weight mg per 70 kg mg per 100 kg
H Histidine
Histidine

Histidine is one of the 20 standard amino acids present in proteins. In the nutritional sense, in humans, histidine is considered an essential amino acid, but only in children....
10 700 1000
I Isoleucine
Isoleucine

Isoleucine is an a-amino acid with the chemical formula HO2CCHCHCH2CH3. It is an essential amino acid, which means that humans cannot synthesize it, so it must be part of our diet....
20 1400 2000
L Leucine
Leucine

Leucine is an a-amino acid with the chemical formula HO2CCHCH2CH2. It is an essential amino acid, which means that humans cannot synthesise it....
39 2730 3900
K Lysine
Lysine

Lysine is an a-amino acid with the chemical formula HO2CCH4NH2. This amino acid is an essential amino acid, which means that humans cannot synthesize it....
30 2100 3000
M Methionine
Methionine

Methionine is an a-amino acid with the chemical formula HO2CCHCH2CH2SCH3. This Essential amino acid is classified as nonpolar....
+ C Cysteine
Cysteine

Cysteine is an a-amino acid with the chemical formula HO2CCHCH2SH. It is a non-essential amino acid, which means that humans can synthesize it....
15 (total) 1050 1500
F Phenylalanine
Phenylalanine

Phenylalanine is an a-amino acid with the chemical formula HO2CCHCH2C6H5, which is found naturally in the breast milk of mammals and manufactured for food and drink products and are also sold as nutritional supplements for their reputed analgesic and antidepressant effects....
+ Y Tyrosine
Tyrosine

Tyrosine or 4-hydroxyphenylalanine, is one of the 20 amino acids that are used by cell to protein biosynthesis proteins. This is a non-essential amino acid and it is found in casein....
25 (total) 1750 2500
T Threonine
Threonine

Threonine is an a-amino acid with the chemical formula HO2CCHCHCH3. Its codons are ACU, ACA, ACC, and ACG. This essential amino acid is classified as Chemical polarity....
15 1050 1500
W Tryptophan
Tryptophan

Tryptophan is one of the 20 List of standard amino acids, as well as an essential amino acid in the human diet. It is encoded in the standard genetic code as the codon UGG....
4 280 400
V Valine
Valine

Valine is an a-amino acid with the chemical formula HO2CCHCH2. L-Valine is one of 20 proteogenic amino acids....
26 1820 2600


The recommended daily intakes for children aged three years and older is 10% to 20% higher than adult levels and those for infants can be as much as 150% higher in the first year of life.

Use of essential amino acids

Foodstuffs that lack essential amino acids are poor sources of protein
Protein

Proteins are organic compounds made of amino acids arranged in a linear chain and joined together by peptide bonds between the carboxyl and amino groups of adjacent amino acid Residue ....
 equivalents, as the body tends to deaminate
Deamination

Deamination is the removal of an amine group from a molecule.In the human body, deamination takes place in the liver. Deamination is the process by which amino acids are broken down when too much protein has been taken in....
 the amino acids obtained, converting proteins into fat
Fat

Fats consist of a wide group of compounds that are generally soluble in organic solvents and largely insoluble in water. Chemistry, fats are generally ester of glycerol and fatty acids....
s and carbohydrate
Carbohydrate

Carbohydrates or saccharides are the most abundant of the four major classes of biomolecules. They fill numerous roles in living things, such as the storage and transport of energy and structural components ....
s. Therefore, a balance of essential amino acids is necessary for a high degree of net protein utilization
Net protein utilization

The net protein utilization, or NPU, is the ratio of amino acid converted to proteins to the ratio of amino acids supplied. This figure is somewhat affected by the salvage of essential amino acids within the body, but is profoundly affected by the level of essential amino acid within a foodstuff....
, which is the mass ratio of amino acids converted to proteins to amino acids supplied.

Complete protein
Complete protein

A complete protein is a source of protein that contains an adequate proportion of all of the essential amino acids for the dietary needs of humans or other animals....
s contain a balanced set of essential amino acids for humans. Animal sources such as meat, poultry, eggs, fish, milk, and cheese provide all of the essential amino acids. Complete proteins are also found in some plant sources such as quinoa
Quinoa

Quinoa is a species of goosefoot grown as a agriculture primarily for its edible seeds. It is a pseudocereal rather than a true cereal as it is not a Poaceae....
, buckwheat
Buckwheat

Buckwheat refers to plants in two genera of the dicot family Polygonaceae: the Eurasian genus Fagopyrum, and the North American genus Eriogonum....
, hempseed, and amaranth
Amaranth

Amaranthus, collectively known as amaranth or pigweed, is a cosmopolitan genus of herbs. Approximately 60 species are presently recognized, with inflorescences and foliage ranging from purple and red to gold....
, among others. Soya
Soya

Soya can mean:* soybean* Soya District, Hokkaido* Soya Subprefecture, Hokkaido* Soya3D, a high-level three-dimensional rendering engine for the Python programming language...
 is near-complete although this is contested, while rice
Rice

Rice is a staple food for a large part of the world's human population, especially in tropical Latin America, and East Asia, South Asia and Southeast Asia, making it the second-most consumed cereal grain, after maize....
 protein is a complete protein.

The net protein utilization is profoundly affected by the limiting amino acid content (the essential amino acid found in the smallest quantity in the foodstuff), and somewhat affected by salvage of essential amino acids in the body. It is therefore a good idea to mix foodstuffs that have different weaknesses in their essential amino acid distributions. This limits the loss of nitrogen through deamination and increases overall net protein utilization.

Protein source Limiting amino acid
Wheat
Wheat

Wheat , is a worldwide cultivated Poaceae from the Levant region of the Middle East. Globally, after maize, wheat is the second most-produced food among the cereal just above rice....
lysine
Lysine

Lysine is an a-amino acid with the chemical formula HO2CCH4NH2. This amino acid is an essential amino acid, which means that humans cannot synthesize it....
Rice
Rice

Rice is a staple food for a large part of the world's human population, especially in tropical Latin America, and East Asia, South Asia and Southeast Asia, making it the second-most consumed cereal grain, after maize....
lysine
Lysine

Lysine is an a-amino acid with the chemical formula HO2CCH4NH2. This amino acid is an essential amino acid, which means that humans cannot synthesize it....
Legumes tryptophan
Tryptophan

Tryptophan is one of the 20 List of standard amino acids, as well as an essential amino acid in the human diet. It is encoded in the standard genetic code as the codon UGG....
Maize
Maize

Maize , known as corn in some countries, is a cereal domesticated in Mesoamerica and subsequently spread throughout the American continents....
lysine
Lysine

Lysine is an a-amino acid with the chemical formula HO2CCH4NH2. This amino acid is an essential amino acid, which means that humans cannot synthesize it....
 and tryptophan
Tryptophan

Tryptophan is one of the 20 List of standard amino acids, as well as an essential amino acid in the human diet. It is encoded in the standard genetic code as the codon UGG....
Pulses methionine
Methionine

Methionine is an a-amino acid with the chemical formula HO2CCHCH2CH2SCH3. This Essential amino acid is classified as nonpolar....
 (or cysteine
Cysteine

Cysteine is an a-amino acid with the chemical formula HO2CCHCH2SH. It is a non-essential amino acid, which means that humans can synthesize it....
)
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....
, chicken
none; the reference for absorbable protein


Mnemonics


Using the one letter designation shown above, mnemonic devices have been developed for students wanting or needing to memorize the essential amino acids. Previous devices have utilized the first letter of the amino acids name, and in general did not include arginine which is not always essential. One mnemonic device that has been used in the past is PVT TM HILL.

Another method uses the first letter of each essential amino acid to begin each word in a phrase, such as: "Any Help In Learning These Little Molecules Proves Truly Valuable." This method begins with the two amino acids that need some qualifications as to their requirements.

Note that these devices work by using the first letter of the actual amino acids name. Due to repetition of letters, several amino acids have one letter abbreviations that are different than their first letter (e.g. lysine is K). Thus the complete list of essential amino acids utilizing one-letter codes is M,I,L,K,F,R,H,T,V,W. It would help college students to have a one letter code mnemonic. One being: I Like Koala Vision Monday, Tuesday, Wednesday, and Friday. Another could be I Like Killing Vehicles Monday, Tuesday, Wednesday, and Friday. Yet another is M I L K FoR THe VW. And another is I'M LiKe WTF - High fiVe!

See also

  • Essential nutrient
    Essential nutrient

    An essential nutrient is a nutrient required for normal body functioning that cannot be synthesized by the body and thus must be obtained from a Diet source....
  • Essential fatty acid
    Essential fatty acid

    Essential fatty acids, or EFAs, are fatty acids that cannot be constructed within an organism from other components by any known chemical pathways, and therefore must be obtained from the diet....
  • Biological Value (BV)
    Biological Value

    Biological value is a measure of the proportion of absorbed protein from a food which becomes incorporated into the proteins of the organism's body....
  • List of standard amino acids
  • Edible protein per unit area of land
    Edible protein per unit area of land

    Edible protein per unit area of land is a measure of agriculture productivity. This measure for various major foodstuffs is shown in the chart below....
  • Protein Digestibility Corrected Amino Acid Score
    PDCAAS

    Protein Digestibility Corrected Amino Acid Score is a method of evaluating the protein quality based on the amino acid requirements of humans. The PDCAAS rating is a fairly recent evaluation method PDCAAS is based on human amino acid requirements, which makes it more appropriate for humans than a method based on the amino acid needs of ani...
  • Protein
    Protein

    Proteins are organic compounds made of amino acids arranged in a linear chain and joined together by peptide bonds between the carboxyl and amino groups of adjacent amino acid Residue ....


External links

  • - In a meal, make sure at least one food has a low value in each row of the "Amount to meet RDA" column, at veganhealth.org
  • at Virginia Tech
  • - Has detailed information and crystal photographs of each amino acid. at Florida State University
    Florida State University

    Florida State University is a public university located in Tallahassee, Florida, United States. It is a comprehensive doctoral research university with medical programs and significant research activity as determined by the The Carnegie Foundation for the Advancement of Teaching....