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S4250

Sigma-Aldrich

D-Serine

≥98% (TLC)

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Synonym(s):
β-Hydroxyalanine, (R)-2-Amino-3-hydroxypropionic acid, Ser
Empirical Formula (Hill Notation):
C3H7NO3
CAS Number:
Molecular Weight:
105.09
Beilstein/REAXYS Number:
1721403
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.32

Quality Level

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)

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This Item
S5386S437554763
D-Serine ≥98% (TLC)

S4250

D-Serine

DL-Serine BioReagent, suitable for cell culture, suitable for insect cell culture, ≥98% (HPLC)

S5386

DL-Serine

DL-Serine ≥98% (TLC)

S4375

DL-Serine

L-Serine certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

54763

L-Serine

technique(s)

ligand binding assay: suitable

technique(s)

cell culture | insect: suitable, cell culture | mammalian: suitable

technique(s)

-

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

assay

≥98% (TLC)

assay

≥98% (HPLC)

assay

≥98% (TLC)

assay

-

color

white to off-white

color

white

color

white

color

white

application(s)

cell analysis

application(s)

-

application(s)

-

application(s)

food and beverages

Gene Information

human ... GRIN1(2902)

Gene Information

-

Gene Information

-

Gene Information

-

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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)
High dose D-serine in the treatment of schizophrenia.
Kantrowitz JT
Schizophrenia Research, 121(1-3), 125-130 (2010)
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)
Imaging calcium concentration dynamics in small neuronal compartments.
Yasuda R
Science's STKE : Signal Transduction Knowledge Environment, 219, p15-p15 (2004)

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