Serine

Serine
Skeletal formula
Skeletal formula
Skeletal formula of L-serine
Serine at physiological pH
Serine at physiological pH
L-serine zwitterion
Names
IUPAC name
Serine
Other names
2-Amino-3-hydroxypropanoic acid
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.000.250 Edit this at Wikidata
EC Number
  • L: 206-130-6
KEGG
UNII
  • InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m0/s1 checkY
    Key: MTCFGRXMJLQNBG-REOHCLBHSA-N checkY
  • D/L: Key: MTCFGRXMJLQNBG-UHFFFAOYSA-N
  • D: Key: MTCFGRXMJLQNBG-UWTATZPHSA-N
  • L: C([C@@H](C(=O)O)N)O
  • D/L Zwitterion: C([C@@H](C(=O)[O-])[NH3+])O
Properties[2]
C3H7NO3
Molar mass 105.093 g·mol−1
Appearance white crystals or powder
Density 1.603 g/cm3 (22 °C)
Melting point 246 °C (475 °F; 519 K) decomposes
soluble
Acidity (pKa) 2.21 (carboxyl), 9.15 (amino)[1]
Supplementary data page
Serine (data page)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Serine (symbol Ser or S)[3][4] is an α-amino acid that is used in the biosynthesis of proteins. It contains an α-amino group (which is in the protonatedNH+
3
form under biological conditions), a carboxyl group (which is in the deprotonatedCOO
form under biological conditions), and a side chain consisting of a hydroxymethyl group, classifying it as a polar amino acid. It can be synthesized in the human body under normal physiological circumstances, making it a nonessential amino acid. It is encoded by the codons UCU, UCC, UCA, UCG, AGU and AGC.

  1. ^ Dawson, R.M.C., et al., Data for Biochemical Research, Oxford, Clarendon Press, 1959.
  2. ^ Weast RC, ed. (1981). CRC Handbook of Chemistry and Physics (62nd ed.). Boca Raton, FL: CRC Press. p. C-512. ISBN 0-8493-0462-8.
  3. ^ "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.
  4. ^ "Nomenclature and symbolism for amino acids and peptides (IUPAC-IUB Recommendations 1983)", Pure Appl. Chem., 56 (5): 595–624, 1984, doi:10.1351/pac198456050595.