Aspartic acid

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Aspartic acid
IUPAC name
  • Trivial: Aspartic acid
  • Systematic: 2-Aminobutanedioic acid
Other names
  • Aminosuccinic acid
  • Asparagic acid
  • Asparaginic acid[1]
  • L: 56-84-8 checkY
  • D/L: 617-45-8 checkY
  • D: 1783-96-6 checkY
3D model (JSmol)
ECHA InfoCard 100.000.265
EC Number
  • L: 200-291-6
  • L: C([C@@H](C(=O)O)N)C(=O)O
  • D/L: C(C(C(=O)O)N)C(=O)O
  • D: C([C@H](C(=O)O)N)C(=O)O
  • L Zwitterion: C(C(C(=O)[O-])[NH3+])C(=O)O
  • L Deprotonated zwitterion (aspartate): C(C(C(=O)[O-])[NH3+])C(=O)[O-]
Molar mass 133.10 g·mol−1
Appearance colourless crystals
Density 1.7 g/cm3
Melting point 270 °C (518 °F; 543 K)
Boiling point 324 °C (615 °F; 597 K) (decomposes)
4.5 g/L[2]
Acidity (pKa)
  • 1.99 (α-carboxyl; H2O)
  • 3.90 (side chain; H2O)
  • 9.90 (amino; H2O)[3]
Conjugate base Aspartate
-64.2·10−6 cm3/mol
NFPA 704

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Aspartic acid (symbol Asp or D;[4] is an α-amino acid that is used in the biosynthesis of proteins.[5] Like all other amino acids, it contains an amino group and a carboxylic acid. Aspartic acid has an acidic side chain (CH2COOH) which reacts with other amino acids, enzymes and proteins in the body.[5]

It is a non-essential amino acid in humans, meaning the body can make it as needed. It is encoded by the codons GAU and GAC.

D-Aspartate is one of two D-amino acids commonly found in mammals.[3]

References[change | change source]

Skeletal formula of L-aspartic acid
  1. Budavari, Susan; Co, Merck (1989). "862. Aspartic acid". The Merck Index (11th ed.). p. 132. ISBN 978-0-911910-28-5.
  2. "ICSC 1439 - L-ASPARTIC ACID".
  3. Haynes, William M., ed. (2016). CRC Handbook of Chemistry and Physics (97th ed.). CRC Press. pp. 5–89. ISBN 978-1498754286.
  4. "Nomenclature and Symbolism for Amino Acids and Peptides". IUPAC-IUB Joint Commission on Biochemical Nomenclature. 1983. Archived from the original on 9 October 2008. Retrieved 5 March 2018.
  5. 5.0 5.1 G., Voet, Judith; W., Pratt, Charlotte (2016-02-29). Fundamentals of biochemistry : life at the molecular level. ISBN 9781118918401. OCLC 910538334.{{cite book}}: CS1 maint: multiple names: authors list (link)