S4250
D-Serine
≥98% (TLC), suitable for ligand binding assays
Synonym(s):
β-Hydroxyalanine, (R)-2-Amino-3-hydroxypropionic acid, Ser
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About This Item
Empirical Formula (Hill Notation):
C3H7NO3
CAS Number:
Molecular Weight:
105.09
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12352209
EC Number:
206-229-4
MDL number:
Beilstein/REAXYS Number:
1721403
Product Name
D-Serine, ≥98% (TLC)
InChI key
MTCFGRXMJLQNBG-UWTATZPHSA-N
InChI
1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m1/s1
SMILES string
N[C@H](CO)C(O)=O
assay
≥98% (TLC)
form
powder
technique(s)
ligand binding assay: suitable
color
white to off-white
application(s)
cell analysis
Quality Level
Gene Information
human ... GRIN1(2902)
General description
D-serine is an unusual amino acid expressed in the mammalian brain.
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.
Application
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).
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.
Biochem/physiol Actions
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.
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).
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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D-amino acids in the brain: D-serine in neurotransmission and neurodegeneration.
Wolosker H
FEBS Journal, 275(14), 3514-3526 (2008)
Enhanced astrocytic d-serine underlies synaptic damage after traumatic brain injury
Perez EJ, et al.
The Journal of Clinical Investigation, 127(8), 3114-3125 (2017)
Antinociceptive effect of intracerebroventricular administration of d-serine on formalin-induced pain
Ito M, et al.
Journal of Anesthesia, 28(2), 228-234 (2014)
D-serine as a gliotransmitter and its roles in brain development and disease
Van Horn MR, et al.
Frontiers in Cellular Neuroscience, 7, 39-39 (2013)
Impact of Aging in Microglia-Mediated D-Serine Balance in the CNS
Beltran-Castillo S, et al.
Mediators of Inflammation, 2018 (2018)
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