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Merck

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:
312-84-5
Molecular Weight:
105.09
NACRES:
NA.32
PubChem Substance ID:
24278008
UNSPSC Code:
12352209
EC Number:
206-229-4
MDL number:
MFCD00004269
Beilstein/REAXYS Number:
1721403

Key Documents

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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

200

Gene Information

human ... GRIN1(2902)

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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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

S4250-VAR: + S4250-BULK: + S4250-100MG: + S4250-25G: + S4250-5G: + S4250-1G:

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF7829V
0000463600
0000463600
WXBF2820V
WXBD8350V

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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)
Impact of Aging in Microglia-Mediated D-Serine Balance in the CNS
Beltran-Castillo S, et al.
Mediators of Inflammation, 2018 (2018)
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)
Antinociceptive effect of intracerebroventricular administration of d-serine on formalin-induced pain
Ito M, et al.
Journal of Anesthesia, 28(2), 228-234 (2014)
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