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SML1836 Sigma-Aldrich

β-ODAP

≥98% (HPLC)

Synonym: β-N-Oxalo-L-α,β-diaminopropionic acid, β-N-Oxalyl-L-α,β-diaminopropionate, 3-[(Carboxycarbonyl)amino]-L-alanine, BOAA, Dencichin, Dencichine, Nβ-Oxalylamino-L-alanine, ODAP

  • CAS Number 5302-45-4

  • Empirical Formula (Hill Notation) C5H8N2O5

  • Molecular Weight 176.13

  •  MDL number MFCD00055228

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Properties

Related Categories AMPA/Kainate Agonists, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience,
assay   ≥98% (HPLC)
form   powder
optical activity   [α]/D -17 to -23°, c = 0.5 (Solvent: 4N HCl)
color   white to beige
solubility   0.1 M HCl: 2 mg/mL, clear (warmed)
storage temp.   2-8°C

Description

Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

β-ODAP is a potent inhibitor of HIF-prolyl hydroxylase-2 (PHD-2) that induces HIF dependent HRE (hypoxia response element) in normoxic conditions. β-ODAP is an analog of glutamic acid present in Lathyrus sativus (grass pea) that activates AMPA receptors. β-ODAP causes neurolathyrism upon prolonged consumption of L. sativus seeds.

β-ODAP is considered more neurotoxic than α-ODAP, thus during food processing, its conversion to α isomer is essential. β-ODAP exhibits its neurotoxicity via the activation of metabotropic glutamatergic receptor.

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport

Documents

Certificate of Analysis

Protocols & Articles
Peer-Reviewed Papers
15

References

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