For other articles using the abbreviation or acronym asn see ASN.

Asparagine
Systematic (IUPAC) name
(2S)-2-amino-3-carbamoyl-propanoic acid
Identifiers
CAS number	70-47-3
PubChem	236
Chemical data
Formula	C4H8N2O3
Molar mass	132. IUPAC Nomenclature is a system of naming Chemical compounds and of describing the science of Chemistry in general CAS registry numbers are unique numerical identifiers for Chemical compounds Polymers biological sequences mixtures and Alloys They are also referred to PubChem is a Database of chemical Molecules The system is maintained by the National Center for Biotechnology Information (NCBI a component A chemical formula is a way of expressing information about the Atoms that constitute a particular Chemical compound, and how the relationship between those atoms changes Carbon (kɑɹbən is a Chemical element with the symbol C and its Atomic number is 6 Hydrogen (ˈhaɪdrədʒən is the Chemical element with Atomic number 1 Nitrogen (ˈnaɪtɹəʤɪn is a Chemical element that has the symbol N and Atomic number 7 and Atomic weight 14 Oxygen (from the Greek roots ὀξύς (oxys (acid literally "sharp" from the taste of acids and -γενής (-genēs (producer literally begetteris the Molar mass, symbol M, is the Mass of one mole of a substance ( Chemical element or Chemical compound) 118 g/mol
SMILES	N[C@@H](CC(N)=O)C(O)=O
Complete data

Asparagine (abbreviated as Asn or N; Asx or B represent either asparagine or aspartic acid) is one of the 20 most common natural amino acids on Earth. Aspartic acid (abbreviated as Asp or D; Asx or B represent either aspartic acid or Asparagine) is an α- Amino acid In Chemistry, an amino acid is a Molecule containing both Amine and Carboxyl Functional groups In Biochemistry, this EARTH was a short-lived Japanese vocal trio which released 6 singles and 1 album between 2000 and 2001 It has carboxamide as the side chain's functional group. Carboxamides are drugs that can be used as Anticonvulsants. In Organic chemistry carboxamides (or Amino Carbonyls are Functional A side chain in Organic chemistry and Biochemistry is a part of a Molecule that is attached to a core structure In Organic chemistry, functional groups are specific groups of Atoms within Molecules that are responsible for the characteristic Chemical reactions It is not an essential amino acid. An essential amino acid or indispensable amino acid is an Amino acid that cannot be synthesized de novo by the organism (usually referring to Its codons are AAU and AAC. The genetic code is the set of rules by which information encoded in genetic material ( DNA or RNA sequences is translated into Proteins ^[1]

A reaction between asparagine and reducing sugars or reactive carbonyls produces acrylamide (acrylic amide) in food when heated to sufficient temperature. A reducing sugar is any sugar that in basic solution forms some Aldehyde or Ketone. In Organic chemistry, a carbonyl group is a Functional group composed of a Carbon Atom double-bonded to an Oxygen The Chemical compound acrylamide (acrylic Amide) has the Chemical formula C 3 H 5 N[[Oxygen O]] These products occur in baked goods such as french fries, potato chips, and roasted coffee.

Contents 1 History 2 Structural function in proteins 3 Sources 3.1 Dietary Sources 3.2 Biosynthesis 4 Degradation 5 Function 6 References 7 External links

History

Asparagine was first isolated in 1806 from asparagus juice, in which it is abundant -- hence its name -- becoming the first amino acid to be isolated. Year 1806 ( MDCCCVI) was a Common year starting on Wednesday (link will display the full calendar of the Gregorian calendar (or a Common Asparagus officinalis is a flowering plant species in the genus Asparagus from which the Vegetable known as asparagus is obtained The characteristic smell observed in the urine of individuals after their consumption of asparagus is attributed to various metabolic byproducts of asparagine. Urine is a liquid waste product of the body secreted by the Kidneys by a process of filtration from Blood and Excreted through the Urethra. Asparagus officinalis is a flowering plant species in the genus Asparagus from which the Vegetable known as asparagus is obtained

Structural function in proteins

Since the asparagine side chain can form hydrogen bond interactions with the peptide backbone, asparagine residues are often found near the beginning and the end of alpha-helices, and in turn motifs in beta sheets. Its role can be thought as "capping" the hydrogen bond interactions which would otherwise be satisfied by the polypeptide backbone. Glutamines, with an extra methylene group, have more conformational entropy and thus are less useful in this regard. Glutamine (abbreviated as Gln or Q; the abbreviation Glx or Z represents either glutamate or Glutamic acid) is one of the 20

Asparagine also provides key sites for N-linked glycosylation, modification of the protein chain with the addition of carbohydrate chains. Glycosylation is the enzymatic process that links Saccharides to produce glycans, either free or attached to Proteins and Lipids This enzymatic

Sources

Dietary Sources

Asparagine is not an essential amino acid, which means that it can be synthesized from central metabolic pathway intermediates in humans and is not required in the diet. An essential amino acid or indispensable amino acid is an Amino acid that cannot be synthesized de novo by the organism (usually referring to Asparagine is found in:

• Animal sources: dairy, whey, beef, poultry, eggs, fish, lactalbumin, seafood
• Vegetarian sources: asparagus, potatoes, legumes, nuts, seeds, soy, whole grains

Biosynthesis

The precursor to asparagine is oxaloacetate. Oxaloacetic acid is an Organic compound with the chemical formula HO2CC(OCH2CO2H Oxaloacetate is converted to aspartate using a transaminase enzyme. Aspartic acid (abbreviated as Asp or D; Asx or B represent either aspartic acid or Asparagine) is an α- Amino acid In Biochemistry, a transaminase or an aminotransferase is an Enzyme that Catalyzes a type of reaction between an Amino acid and an The enzyme transfers the amino group from glutamate to oxaloacetate producing α-ketoglutarate and aspartate. Glutamic acid (abbreviated as Glu or E) is one of the 20 Alpha Amino acids It is not among the human Essential amino acids Its Alpha-ketoglutaric acid is one of two Ketone derivatives of Glutaric acid. The enzyme asparagine synthetase produces asparagine, AMP, glutamate, and pyrophosphate from aspartate, glutamine, and ATP. Asparagine synthetase (or aspartate-ammonia ligase) is an enzyme that generates Asparagine from Aspartate. Adenosine monophosphate ( AMP) also known as 5'-adenylic acid, is a Nucleotide that is found in RNA. In Chemistry, the Anion, the Salts and the Esters of Pyrophosphoric acid are called pyrophosphates. Glutamine (abbreviated as Gln or Q; the abbreviation Glx or Z represents either glutamate or Glutamic acid) is one of the 20 Adenosine-5'-triphosphate ( ATP) is a multifunctional Nucleotide that is most important as a " molecular currency" of intracellular Energy In the asparagine synthetase reaction, ATP is used to activate aspartate, forming β-aspartyl-AMP. Glutamine donates an ammonium group which reacts with β-aspartyl-AMP to form asparagine and free AMP. Glutamine (abbreviated as Gln or Q; the abbreviation Glx or Z represents either glutamate or Glutamic acid) is one of the 20

Degradation

Aspartate is a glucogenic amino acid. L-asparginase hydrolyzes the amide group to form aspartate and ammonium. A transaminase converts the aspartate to oxaloacetate which can then be metabolized in the citric acid cycle or gluconeogenesis. The citric acid cycle, also known as the tricarboxylic acid cycle ( TCA cycle) or the Krebs cycle, (or rarely the Szent-Györgyi–Krebs cycle Gluconeogenesis (abreviated GNG) is a Metabolic pathway that results in the generation of Glucose from non- Carbohydrate carbon substrates such

Function

The nervous system requires asparagine. It also plays an important role in the synthesis of ammonia.

References

External links

• Computational Chemistry Wiki
• Asparagus Makes Your Pee Stink

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