Chemical Property of (2R)-2-ammonio-3-hydroxypropanoate
Chemical Property:
- Appearance/Colour:white powder
- Melting Point:220 °C
- Refractive Index:1.4368 (estimate)
- Boiling Point:394.8 °C at 760 mmHg
- PKA:2.16±0.10(Predicted)
- Flash Point:192.6 °C
- PSA：83.55000
- Density:1.415 g/cm3
- LogP:-0.90910
- Storage Temp.:Store at RT.
- Solubility.:H2O: 0.1 g/mL, clear, colorless
- Water Solubility.:346 g/L (20 ºC)
- XLogP3:-2.4
- Hydrogen Bond Donor Count:2
- Hydrogen Bond Acceptor Count:3
- Rotatable Bond Count:1
- Exact Mass:105.042593085
- Heavy Atom Count:7
- Complexity:67.1
- Purity/Quality:
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98.0% min *data from raw suppliers
D-Serine *data from reagent suppliers
Safty Information:
- Pictogram(s):
Xi
- Hazard Codes:Xi
- Statements:
36/37/38
- Safety Statements:
24/25-36-26
- MSDS Files:
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SDS file from LookChem
Useful:
- Canonical SMILES:C(C(C(=O)[O-])[NH3+])O
- Isomeric SMILES:C([C@H](C(=O)[O-])[NH3+])O
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Description
Serine is one of the 20 naturally-occurring amino acids used by all organisms in the biosynthesis of proteins. Having a single chiral center, serine can exist as one of two stereoisomers (L-Serine and D-Serine).D-serine is categorized as a nootropic. It is an amino acid found in the brain and is produced primarily in astrocytes; the conversion of L-serine to D-serine is catalyzed by the serine racemase enzyme. D-serine acts as a co-agonist of glutamate NMDA receptors and binds at the glycine site. NMDA receptors mediate synaptic plasticity, synaptogenesis, excitotoxicity, memory acquisition, and learning. Schizophrenia is characterized by reduced NMDA receptor signaling and therefore, D-serine supplementation has been tested extensively in patients with schizophrenia. It is thought to improve cognitive symptoms in this population. It is worth noting that in Alzheimer’s disease, there is excess glutamate receptor activation. Memantine, one of the drugs used to treat Alzheimer’s disease, is an NMDA receptor antagonist.
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Uses
A proteinogenic amino acids involved in the biosynthesis of purines and pyrimidines. Inhibitor of serine palmitoyltransferase. A neuromodulator. D-Serine is involved in the biosynthesis of purines, pyrimidines, and other amino acids. D-Serine also is an agonist of glycine site of the NMDA-type glutamate receptor. It also acts as Lacosamide intermediate. 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.
