SML1836
β-ODAP
≥98% (HPLC), HIF-prolyl hydroxylase-2 (PHD-2) inhibitor, powder
Synonym(s):
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
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About This Item
Empirical Formula (Hill Notation):
C5H8N2O5
CAS Number:
Molecular Weight:
176.13
NACRES:
NA.77
UNSPSC Code:
12352200
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
Product Name
β-ODAP, ≥98% (HPLC)
Quality Segment
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
SMILES string
OC([C@@H](N)CNC(C(O)=O)=O)=O
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
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.
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 a potent inhibitor of HIF-prolyl hydroxylase-2 (PHD-2).
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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