所有图片(1)
别名:
β-N-草酰基-L-α,β-二氨基丙酸, β-N-草酰基-L-α,β-二氨基丙酸酯, 3- [（羧基羰基）氨基]-L-丙氨酸, BOAA, Nβ-草酰基-L-丙氨酸, ODAP, 三七素, 田七氨酸
经验公式（希尔记法）:
C5H8N2O5
推荐产品
质量水平
检测方案
≥98% (HPLC)
形式
powder
旋光性
[α]/D -17 to -23°, c = 0.5 (Solvent: 4N HCl)
颜色
white to beige
溶解性
0.1 M HCl: 2 mg/mL, clear (warmed)
储存温度
2-8°C
SMILES字符串
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
生化/生理作用
β-ODAP 是一种强效的 HIF 脯氨酰羟化酶-2 (PHD-2) 抑制剂，在常氧条件下可诱导 HIF 依赖性的 HRE (hypoxia response element)。β-ODAP 是一种谷氨酸的类似物，存在于小黧豆（草豌豆）中，它激活 AMPA 受体。在长期食用小黧豆种子的情况下，β-ODAP 会导致神经发育不良。
人们认为 β-ODAP 的神经毒性大于 α-ODAP，因此在食品加工过程中，其转化为 α异构体是必须的。β-ODAP 通过激活代谢型谷氨酸受体而表现出神经毒性。
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
Ravi Kumar Eslavath et al.
European journal of pharmacology, 791, 405-411 (2016-10-30)
Hypoxia inducible factor (HIF)-1α, a subunit of HIF transcription factor, regulates cellular response to hypoxia. In normoxic conditions, it is hydroxylated by prolyl hydroxylase (PHD)-2 and targeted for proteosomal degradation. Drugs which inhibit PHD-2 have implications in conditions arising from
Kuniko Kusama-Eguchi et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 67, 113-122 (2014-03-04)
Neurolathyrism is a motor neuron (MN) disease caused by β-N-oxalyl-L-α,β-diaminopropionic acid (L-β-ODAP), an AMPA receptor agonist. L-β-ODAP caused a prolonged rise of intracellular Ca(2+) ([Ca(2+)]i) in rat spinal cord MNs, and the [Ca(2+)]i accumulation was inversely proportional to the MN's
Medical Toxicology of Natural Substances: Foods, Fungi, Medicinal Herbs, Plants, and Venomous Animals (2012)
Nalini Jammulamadaka et al.
Journal of neurochemistry, 118(2), 176-186 (2011-05-11)
β-N-Oxalyl-L-α,β-diaminopropionic acid (l-ODAP) an α-amino-3-hydroxy-5-methyl-4-isoxazole propionic acid (AMPA) receptor agonist activates protein kinase C in white leghorn chick brain. The current study focuses on the protein kinase C downstream signaling targets associated with L-ODAP excitotoxicity in SK-N-MC human neuroblastoma cells
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