S4250

D-Serine

≥98% (TLC)

• Synonym(s): β-Hydroxyalanine, (R)-2-Amino-3-hydroxypropionic acid, Ser
• Empirical Formula (Hill Notation): C₃H₇NO₃
• CAS Number: 312-84-5
• Molecular Weight: 105.09
• Beilstein/REAXYS Number: 1721403
• EC Number: 206-229-4
• MDL number: MFCD00004269
• UNSPSC Code: 12352209
• PubChem Substance ID: 24278008
• NACRES: NA.32

Properties

• Quality Level: 200
• assay: ≥98% (TLC)
• form: powder
• technique(s): ligand binding assay: suitable
• color: white to off-white
• application(s): cell analysis
• SMILES string: N[C@H](CO)C(O)=O
• InChI: 1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m1/s1
• InChI key: MTCFGRXMJLQNBG-UWTATZPHSA-N
• Gene Information: human ... GRIN1(2902)

Description

General description

D-serine is a dextro amino acid present in neurons, astrocytes, and microglia. It is synthesized from L-serine by the enzyme serine racemase. Racemase also catalyzes the breakdown of D-serine into ammonia and pyruvate. It is oxidized to hydroxypyruvate by D-amino acid oxidase.

D-serine is an unusual amino acid expressed in the mammalian brain.

Application

D-serine has been used as a substrate in D-amino acid oxidase (DAO) activity in human 1321N1 astrocytoma cells. It has also been used in intracerebroventricular administration in rat for the induction of antinociceptive effect.

D-serine has been used to prevent glycine-dependent desensitization of N-methyl D-aspartate receptor (NMDAR) and to study its effects on NMDARs to correct behavioral abnormalities in rats after partial sciatic nerve ligation (PSNL).

Biochem/physiol Actions

D-serine is essential for the normal development of dendrites, neuroblast migration and may have therapeutic potential for treating schizophrenia and depression states. The levels of D-serine is elevated in traumatic brain injury (TBI).

D-serine is an agonist and glycine mimic which is active at the strychnine-insensitive glycine binding site associated with the N-methyl-D-aspartate (NMDA) receptor as well as the inhibitory post-synaptic glycine receptor. Along with glutamate, it has a role in various physiological processes including synaptic plasticity and receptor transmission. Dysregulation of D-serine signaling has been linked with neurodegenerative diseases and disorders.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)