β-ODAP
SIGMA/SML1836 - ≥98% (HPLC)
Synonym: β-N-Oxalo-L-α,β-diaminopropionic acid; β-N-Oxalyl-L-α,β-diaminopropionate; 3-
CAS Number: 5302-45-4
Empirical Formula (Hill Notation): C5H8N2O5
Molecular Weight: 176.13
MDL Number: MFCD00055228
Linear Formula: C5H8N2O5
Product Type: Chemical
This picture is provided solely for illustration purposes, it may have been created or edited with AI. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material.
This image depicts SML1836-5MG.
This image depicts SML1836-5MG.
| assay | ≥98% (HPLC) |
| color | white to beige |
| form | powder |
| InChI | 1S/C5H8N2O5/c6-2(4(9)10)1 |
| InChI key | NEEQFPMRODQIKX-REOHCLBHSA |
| 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 |
| 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 |