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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:
1721403
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.32

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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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  6. What is the melting point for S4250, D-Serine?

    The melting point for this product is 228°C.

  7. What is the solubility of Product S4250, D-Serine?

    This product is soluble in water at a concentration of 50mg/mL. It is also soluble in 1M hydrochloric acid.  It is not soluble in ethanol or ether.

  8. Is Product S4250, D-Serine, suitable for human consumption?

    This product is not suitable for human consumption.  This product is intended primarily for laboratory research purposes and should not be used for any other purposes, including but not limited to, in vitro diagnostic purposes, in foods, drugs, medical devices, or cosmetics for humans or animals, or for other commercial purposes.

  9. Can D-Serine, Product No. S4250, be autoclaved?  

    Yes, solutions of this product can be autoclaved.

  10. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

Differential roles of hippocampal glutamatergic receptors in neuropathic anxiety-like behavior after partial sciatic nerve ligation in rats.
Wang XQ
BMC Neuroscience, 16, 14-14 (2015)
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)
High dose D-serine in the treatment of schizophrenia.
Kantrowitz JT
Schizophrenia Research, 121(1-3), 125-130 (2010)
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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