Aspartic acid

Aspartic acid

Skeletal formula of L-aspartic acid
Ball-and-stick model Space-filling model
Names
IUPAC name Trivial: Aspartic acid Systematic: 2-Aminobutanedioic acid
Other names Aminosuccinic acid Asparagic acid Asparaginic acid[1]
Identifiers
CAS Number	L: 56-84-8^Y D/L: 617-45-8^Y D: 1783-96-6^Y
3D model (JSmol)	L: Interactive image D: Interactive image L Zwitterion: Interactive image L Deprotonated zwitterion (aspartate): Interactive image
ChEBI	L: CHEBI:17053^Y D/L: CHEBI:22660^Y D: CHEBI:17364^Y
ChEMBL	L: ChEMBL274323^Y
ChemSpider	L: 5745^Y D/L: 411^Y D: 75697^Y
DrugBank	L: DB00128^Y
ECHA InfoCard	100.000.265
EC Number	L: 200-291-6
KEGG	D/L: C16433^Y
PubChem CID	L: 5960 D/L: 424 D: 83887
UNII	L: 30KYC7MIAI^Y D/L: 28XF4669EP^Y D: 4SR0Q8YD1X^Y
CompTox Dashboard (EPA)	L: DTXSID7022621
SMILES 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-]
Properties
Chemical formula	C4H7NO4
Molar mass	133.10 g·mol^−1
Appearance	colourless crystals
Density	1.7 g/cm^3
Melting point	270 °C (518 °F; 543 K)
Boiling point	324 °C (615 °F; 597 K) (decomposes)
Solubility in water	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
Magnetic susceptibility (χ)	-64.2·10^−6 cm^3/mol
Hazards
NFPA 704	1 1 0
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

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". inchem.org.
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. G., Voet, Judith; W., Pratt, Charlotte (2016-02-29). Fundamentals of biochemistry : life at the molecular level. ISBN 9781118918401. OCLC 910538334.