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H-D-Ser-OH

CAS# 312-84-5

H-D-Ser-OH

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Chemical structure

H-D-Ser-OH

3D structure

Chemical Properties of H-D-Ser-OH

Cas No. 312-84-5 SDF Download SDF
PubChem ID 71077 Appearance Powder
Formula C3H7NO3 M.Wt 105.09
Type of Compound N/A Storage Desiccate at -20°C
Solubility H2O : ≥ 50 mg/mL (475.78 mM)
*"≥" means soluble, but saturation unknown.
Chemical Name (2R)-2-amino-3-hydroxypropanoic acid
SMILES C(C(C(=O)O)N)O
Standard InChIKey MTCFGRXMJLQNBG-UWTATZPHSA-N
Standard InChI InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m1/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of H-D-Ser-OH

DescriptionGlycine agonist at the NMDA receptor. L-Serine also available.

H-D-Ser-OH Dilution Calculator

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H-D-Ser-OH Molarity Calculator

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Preparing Stock Solutions of H-D-Ser-OH

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 9.5157 mL 47.5783 mL 95.1565 mL 190.3131 mL 237.8913 mL
5 mM 1.9031 mL 9.5157 mL 19.0313 mL 38.0626 mL 47.5783 mL
10 mM 0.9516 mL 4.7578 mL 9.5157 mL 19.0313 mL 23.7891 mL
50 mM 0.1903 mL 0.9516 mL 1.9031 mL 3.8063 mL 4.7578 mL
100 mM 0.0952 mL 0.4758 mL 0.9516 mL 1.9031 mL 2.3789 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on H-D-Ser-OH

D-serine is an endogenous ligand for the glycine site of the N-methyl-D-aspartate receptor.[Pubmed:10781100]

Proc Natl Acad Sci U S A. 2000 Apr 25;97(9):4926-31.

Functional activity of N-methyl-D-aspartate (NMDA) receptors requires both glutamate binding and the binding of an endogenous coagonist that has been presumed to be glycine, although D-serine is a more potent agonist. Localizations of D-serine and it biosynthetic enzyme serine racemase approximate the distribution of NMDA receptors more closely than glycine. We now show that selective degradation of d-serine with D-amino acid oxidase greatly attenuates NMDA receptor-mediated neurotransmission as assessed by using whole-cell patch-clamp recordings or indirectly by using biochemical assays of the sequelae of NMDA receptor-mediated calcium flux. The inhibitory effects of the enzyme are fully reversed by exogenously applied D-serine, which by itself did not potentiate NMDA receptor-mediated synaptic responses. Thus, D-serine is an endogenous modulator of the glycine site of NMDA receptors and fully occupies this site at some functional synapses.

D-serine as a neuromodulator: regional and developmental localizations in rat brain glia resemble NMDA receptors.[Pubmed:9030620]

J Neurosci. 1997 Mar 1;17(5):1604-15.

D-Serine is localized in mammalian brain to a discrete population of glial cells near NMDA receptors, suggesting that D-serine is an endogenous agonist of the receptor-associated glycine site. To explore this possibility, we have compared the immunohistochemical localizations of D-serine, glycine, and NMDA receptors in rat brain. In the telencephalon, D-serine is concentrated in protoplasmic astrocytes, which are abundant in neuropil in close vicinity to NMDA receptor 2A/B subunits. Ultrastructural examination of the CA1 region of hippocampus reveals D-serine in the cytosolic matrix of astrocytes that ensheath neurons and blood vessels, whereas NR2A/B is concentrated in dendritic spines. By contrast, glycine immunoreactivity in telencephalon is the lowest in brain. During postnatal week 2, D-serine levels in cerebellum are comparable to those in adult cerebral cortex but fall to undetectable levels by day 26. During week 2, we observe parallel ontogeny of D-serine in Bergmann glia and NR2A/B in Purkinje cells, suggesting a role for astrocytic D-serine in NMDA receptor-mediated synaptogenesis. D-Serine in the radial processes of Bergmann glia is also well positioned to regulate NMDA receptor-dependent granule cell migration. In the inner granule layer, D-serine is found transiently in protoplasmic astrocytes surrounding glomeruli, where it could regulate development of the mossy fiber/granule cell synapse. D-Serine seems to be the endogenous ligand of glycine sites in the telencephalon and developing cerebellum, whereas glycine predominates in the adult cerebellum, olfactory bulb, and hindbrain.

Description

(R)-Serine, an endogenous amino acid involved in glia-synapse interactions that has unique neurotransmitter characteristics, is a potent co-agonist at the NMDA glutamate receptor. (R)-Serine has a cardinal modulatory role in major NMDAR-dependent processes including NMDAR-mediated neurotransmission, neurotoxicity, synaptic plasticity, and cell migration.

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