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
Linear Formula: C5H8N2O5
Product Type: Chemical
| assay |
≥98% (HPLC) |
| color |
white to beige |
| form |
powder |
| InChI |
1S/C5H8N2O5/c6-2(4(9)10)1-7-3(8)5(11)12/h2H,1,6H2,(H,7,8)(H,9,10)(H,11,12)/t2-/m0/s1 |
| InChI key |
NEEQFPMRODQIKX-REOHCLBHSA-N |
| optical activity |
[α]/D -17 to -23°, c = 0.5 (Solvent: 4N HCl) |
| Quality Level |
100  |
| SMILES string |
OC([C@@H](N)CNC(C(O)=O)=O)=O |
| solubility |
0.1 M HCl: 2 mg/mL, clear (warmed) |
| storage temp. |
2-8°C |
| 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. |
| Biochem/physiol Actions: |
β-ODAP is a potent inhibitor of HIF-prolyl hydroxylase-2 (PHD-2). |
| Biochem/physiol Actions: |
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. |
| Packaging: |
5, 25 mg in glass bottle |
| RIDADR |
NONH for all modes of transport |
| WGK Germany |
WGK 3 |
| Flash Point(F) |
Not applicable |
| Flash Point(C) |
Not applicable |
| Purity |
≥98% (HPLC) |
| Storage Temp. |
2-8°C |
| UNSPSC |
12352200 |
