Phosphoserine

L-Phosphoserine

Skeletal formula
Ball-and-stick model
Names
IUPAC name (S)-2-Amino-3-(phosphonooxy)propionic acid
Identifiers
CAS Number	407-41-0 Y
ChEBI	CHEBI:15811 Y
ChEMBL	ChEMBL284377 Y
ChemSpider	62074 Y
DrugBank	DB04522 Y
EC Number	206-986-0
IUPHAR/BPS	1411
Jmol 3D model	Interactive image
MeSH	Phosphoserine
PubChem	106
UNII	VI4F0K069V Y
InChI InChI=1S/C3H8NO6P/c4-2(3(5)6)1-10-11(7,8)9/h2H,1,4H2,(H,5,6)(H2,7,8,9)/t2-/m0/s1 Y Key: BZQFBWGGLXLEPQ-REOHCLBHSA-N Y InChI=1/C3H8NO6P/c4-2(3(5)6)1-10-11(7,8)9/h2H,1,4H2,(H,5,6)(H2,7,8,9)/t2-/m0/s1
SMILES O=P(O)(O)OC[C@@H](C(=O)O)N
Properties
Chemical formula	C3H8NO6P
Molar mass	185.073 g/mol
Melting point	228 °C (442 °F; 501 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references

Phosphoserine (abbreviated as SEP or J) is an ester of serine and phosphoric acid. Phosphoserine is a component of many proteins as the result of posttranslational modifications. The phosphorylation of the alcohol functional group in serine to produce phosphoserine is catalyzed by various types of kinases. Through the use of technologies that utilize an expanded genetic code, phosphoserine can also be incorporated into proteins during translation.

It is a normal metabolite found in human biofluids.

Phosphoserine has three potential coordination sites (carboxyl, amine and phosphate group) Determination of the mode of coordination between phosphorylated ligands and metal ions occurring in an organism is a first step to explain the function of the phosphoserine in bioinorganic processes.