Asparagine
Chemical compound / From Wikipedia, the free encyclopedia
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For other uses of "Asn", see ASN (disambiguation).
Not to be confused with Aspartic acid.
Asparagine (symbol Asn or N[2]) is an α-amino acid that is used in the biosynthesis of proteins. It contains an α-amino group (which is in the protonated −NH+
3 form under biological conditions), an α-carboxylic acid group (which is in the deprotonated −COO− form under biological conditions), and a side chain carboxamide, classifying it as a polar (at physiological pH), aliphatic amino acid. It is non-essential in humans, meaning the body can synthesize it. It is encoded by the codons AAU and AAC.
Quick Facts Names, Identifiers ...
Skeletal formula of L-asparagine | |||
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Names | |||
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IUPAC name
Asparagine | |||
Other names
2-Amino-3-carbamoylpropanoic acid | |||
Identifiers | |||
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3D model (JSmol) |
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ChEBI | |||
ChEMBL | |||
ChemSpider |
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DrugBank |
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ECHA InfoCard | 100.019.565 | ||
EC Number |
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KEGG |
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PubChem CID |
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UNII | |||
CompTox Dashboard (EPA) |
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Properties | |||
C4H8N2O3 | |||
Molar mass | 132.119 g·mol−1 | ||
Appearance | white crystals | ||
Density | 1.543 g/cm3 | ||
Melting point | 234 °C (453 °F; 507 K) | ||
Boiling point | 438 °C (820 °F; 711 K) | ||
2.94 g/100 mL | |||
Solubility | soluble in acids, bases, negligible in methanol, ethanol, ether, benzene | ||
log P | −3.82 | ||
Acidity (pKa) |
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-69.5·10−6 cm3/mol | |||
Structure | |||
orthorhombic | |||
Thermochemistry | |||
Std enthalpy of formation (ΔfH⦵298) |
−789.4 kJ/mol | ||
Hazards | |||
NFPA 704 (fire diamond) | |||
Flash point | 219 °C (426 °F; 492 K) | ||
Safety data sheet (SDS) | Sigma-Alrich | ||
Supplementary data page | |||
Asparagine (data page) | |||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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The one-letter symbol N for asparagine was assigned arbitrarily,[3] with the proposed mnemonic asparagiNe;[4]