Asparagine

l-Asparagine

Skeletal formula of L-asparagine
Ball-and-stick model Space-filling model
Names
IUPAC name Asparagine
Other names 2-Amino-3-carbamoylpropanoic acid
Identifiers
CAS Number	70-47-3^Y
3D model (JSmol)	Interactive image Zwitterion: Interactive image
ChEBI	CHEBI:17196^Y
ChEMBL	ChEMBL58832^Y
ChemSpider	6031^Y
DrugBank	DB03943^Y
ECHA InfoCard	100.019.565
EC Number	200-735-9
IUPHAR/BPS	4533
KEGG	C00152^Y
PubChem CID	236
UNII	5Z33R5TKO7^Y
CompTox Dashboard (EPA)	DTXSID30859927
SMILES O=C(N)C[C@H](N)C(=O)O Zwitterion: O=C(N)C[C@H]([NH3+])C(=O)[O-]
Properties
Chemical formula	C4H8N2O3
Molar mass	132.12 g·mol^−1
Appearance	white crystals
Density	1.543 g/cm^3
Melting point	234 °C (453 °F; 507 K)
Boiling point	438 °C (820 °F; 711 K)
Solubility in water	2.94 g/100 mL
Solubility	soluble in acids, bases, negligible in methanol, ethanol, ether, benzene
log P	−3.82
Acidity (pKa)	2.1 (carboxyl; 20 °C, H2O) 8.80 (amino; 20 °C, H2O)[1]
Magnetic susceptibility (χ)	-69.5·10^−6 cm^3/mol
Structure
Crystal structure	orthorhombic
Thermochemistry
Std enthalpy of formation ΔfH^o298	−789.4 kJ/mol
Hazards
NFPA 704	0 1 0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Asparagine is an non-essential amino acid. Our bodies can make it. It is used in the biosynthesis of proteins.

References

1. Haynes WM, ed. (2016). CRC Handbook of Chemistry and Physics (97th ed.). CRC Press. pp. 5–89. ISBN 978-1498754286.