L-Isoserine
Synonym(s):(S)-2-Hydroxy-β-alanine;(S)-3-Amino-2-hydroxypropionic acid
- CAS NO.:632-13-3
- Empirical Formula: C3H7NO3
- Molecular Weight: 105.09
- MDL number: MFCD03428326
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-10-24 13:48:52
What is L-Isoserine?
The Uses of L-Isoserine
It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuffs.
Biological Activity
Research has found that L-isoserine showed the ability to inhibit Aminopeptidase N (APN) at a half-maximal inhibitory concentration (IC50 ) value of 563 μM, which could serve as a new lead compound for further chemical modification and optimization. In addition, it has been reported that L-isoserine-L-leucine dipeptide shows moderate aminopeptidase B inhibitory activity (IC50 of 140 μM). This evidence indicates that the incorporation of an amino acid to L-isoserine may contribute to its inhibitory activity against APN. L-isoserine induces long-lasting effects by increasing the expression of GAT3 (glial GABA transporte) in peri-infarct regions[1-2].
References
[1] Yang K , et al. Synthesis of a novel series of L-isoserine derivatives as aminopeptidase N inhibitors. Journal of Enzyme inhibition and Medicinal Chemistry, 2011; 27: 302-310.
[2] Lie M , et al. GAT3 selective substrate l-isoserine upregulates GAT3 expression and increases functional recovery after a focal ischemic stroke in mice. Journal of Cerebral Blood Flow & Metabolism, 2017; 39.
Properties of L-Isoserine
Melting point: | 199~201℃ |
Boiling point: | 386.6±27.0 °C(Predicted) |
Density | 1.415±0.06 g/cm3(Predicted) |
storage temp. | under inert gas (nitrogen or Argon) at 2-8°C |
form | powder to crystal |
pka | pK1:2.72(+1);pK2:9.25(0) (25°C,μ=0.16) |
color | White to Almost white |
Water Solubility | Slightly soluble in water. |
Sensitive | Moisture Sensitive |
InChI | InChI=1S/C3H7NO3/c4-1-2(5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m0/s1 |
CAS DataBase Reference | 632-13-3(CAS DataBase Reference) |
Safety information for L-Isoserine
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. |
Computed Descriptors for L-Isoserine
InChIKey | BMYNFMYTOJXKLE-REOHCLBHSA-N |
SMILES | C(O)(=O)[C@@H](O)CN |
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