Asparagine

l-Asparagine
Skeletal formula of L-asparagine
Skeletal formula of L-asparagine
Ball-and-stick model of the L-asparagine molecule as a zwitterion
Names
IUPAC name
Asparagine
Other names
2-Amino-3-carbamoylpropanoic acid
Identifiers
  • 70-47-3 checkY
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.019.565
EC Number
  • 200-735-9
KEGG
UNII
  • O=C(N)C[C@H](N)C(=O)O
  • Zwitterion: O=C(N)C[C@H]([NH3+])C(=O)[O-]
Properties
C4H8N2O3
Molar mass 132.12 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)
  • 2.1 (carboxyl; 20 °C, H2O)
  • 8.80 (amino; 20 °C, H2O)[1]
-69.5·10−6 cm3/mol
Structure
orthorhombic
Thermochemistry
Std enthalpy of
formation ΔfHo298 		−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.