Serine

Serine
Skeletal formula Skeletal formula of L-serine	Serine at physiological pH L-serine zwitterion
Ball-and-stick model	Space-filling model
Names
	IUPAC name Serine
	Other names 2-Amino-3-hydroxypropanoic acid
Identifiers
CAS Number	L: 56-45-1 ; D/L: 302-84-1 ; D: 312-84-5 ;
3D model (JSmol)	L: Interactive image; D/L Zwitterion: Interactive image;
ChEBI	L: CHEBI:17115 ;
ChEMBL	L: ChEMBL11298 ;
ChemSpider	L: 5736 ; D/L: 597 ; D: 64231 ;
DrugBank	L: DB00133 ;
ECHA InfoCard	100.000.250
EC Number	L: 206-130-6;
IUPHAR/BPS	L: 726;
KEGG	L: C00065; D: C00740;
PubChem CID	L: 5951; D/L: 617; D: 71077;
UNII	L: 452VLY9402 ; D/L: 00PAR1C66F ; D: 1K77H2Z9B1 ;
CompTox Dashboard (EPA)	L: DTXSID60883230 ;
	InChI InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m0/s1 Key: MTCFGRXMJLQNBG-REOHCLBHSA-N ; D/L: Key: MTCFGRXMJLQNBG-UHFFFAOYSA-N; D: Key: MTCFGRXMJLQNBG-UWTATZPHSA-N;
	SMILES L: C([C@@H](C(=O)O)N)O; D/L Zwitterion: C([C@@H](C(=O)[O-])[NH3+])O;
Properties
Chemical formula	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
Solubility in water	soluble
Acidity (pKa)	2.21 (carboxyl), 9.15 (amino)
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). Infobox references

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 protonated −NH⁺
₃ form under biological conditions), a carboxyl group (which is in the deprotonated −COO⁻
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.

^ Dawson, R.M.C., et al., Data for Biochemical Research, Oxford, Clarendon Press, 1959.
^ 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.
^ "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.
^ "Nomenclature and symbolism for amino acids and peptides (IUPAC-IUB Recommendations 1983)", Pure Appl. Chem., 56 (5): 595–624, 1984, doi:10.1351/pac198456050595.

[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.

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