FComEx: L-Phosphoserine (PC000326)

Record Information

Version

1.0

Creation date

2015-10-09 22:29:55 UTC

Update date

2017-01-19 02:36:20 UTC

FoodComEx ID

PC000326

FoodDB Record

FDB021926

Chemical Information

Name

L-Phosphoserine

Description

Phosphoserine, also known as dexfosfoserine or fosforina, belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. The L-enantiomer of O-phosphoserine. Phosphoserine is a very strong basic compound (based on its pKa). Phosphoserine exists in all living species, ranging from bacteria to humans. Within humans, phosphoserine participates in a number of enzymatic reactions. In particular, phosphoserine and oxoglutaric acid can be biosynthesized from phosphohydroxypyruvic acid and L-glutamic acid; which is catalyzed by the enzyme phosphoserine aminotransferase. In addition, phosphoserine can be converted into L-serine; which is mediated by the enzyme phosphoserine phosphatase. In humans, phosphoserine is involved in the metabolic disorder called the dimethylglycine dehydrogenase deficiency pathway.

CAS Number

407-41-0

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
(+)-L-Serine dihydrogen ate (ester)	ChEBI
(+)-L-Serine dihydrogen ic acid (ester)	Generator
(2S)-2-amino-3-(Onooxy)propanoate	Generator
(2S)-2-amino-3-(Onooxy)propanoic acid	ChEBI
(S)-2-amino-3-Hydroxypropanoate 3-ate	Generator
(S)-2-amino-3-Hydroxypropanoic acid 3-ate	ChEBI
(S)-2-amino-3-Hydroxypropanoic acid 3-ic acid	Generator
3-O-Oserine	HMDB
3-Oserine	ChEBI
Dexfosfoserine	hmdb
Dexfosfoserine, INN	db_source
Fosforina	HMDB
L-3-Oserine	HMDB
L-3-Phosphoserine	hmdb
L-O-Oserine	ChEBI
L-O-Phosphoserine	hmdb
L-O-Serine ate	HMDB
L-O-Serine phosphate	hmdb
L-Oserine	HMDB
L-Serine ate	HMDB
L-Serine dihydrogen ate (ester)	HMDB
L-Serine dihydrogen phosphate (ester)	hmdb
L-Serine phosphate	hmdb
L-Serineorate	HMDB
L-Serineoric acid	HMDB
L-Serinephosphorate	hmdb
L-Serinephosphoric acid	hmdb
L-Seryl ate	HMDB
L-Seryl phosphate	hmdb
O-O-L-Serine	ChEBI
O-Oserine	ChEBI
Oserine	ChEBI
S-Phosphoserine	manual

Chemical Formula

C3H8NO6P

IUPAC name

(2S)-2-amino-3-(phosphonooxy)propanoic acid

InChI Identifier

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

InChI Key

BZQFBWGGLXLEPQ-REOHCLBHSA-N

Isomeric SMILES

N[C@@H](COP(O)(O)=O)C(O)=O

Average Molecular Weight

185.0725

Monoisotopic Molecular Weight

185.008923505

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

L-alpha-amino acids

Alternative Parents