A8054
D(-)-2-氨基-5-膦戊酸
NMDA receptor antagonist
别名:
D -2-氨基-5-膦酰戊酸, D(-)-AP-5, D(-)-APV
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选择尺寸
关于此项目
经验公式（希尔记法）:
C5H12NO5P
化学文摘社编号:
分子量:
197.13
NACRES:
NA.26
PubChem Substance ID:
UNSPSC Code:
12352106
MDL number:
产品名称
D(-)-2-氨基-5-膦戊酸, NMDA receptor antagonist
InChI
1S/C5H12NO5P/c6-4(5(7)8)2-1-3-12(9,10)11/h4H,1-3,6H2,(H,7,8)(H2,9,10,11)/t4-/m1/s1
SMILES string
N[C@H](CCCP(O)(O)=O)C(O)=O
InChI key
VOROEQBFPPIACJ-SCSAIBSYSA-N
assay
≥98% (TLC)
form
powder
optical purity
optical purity: ≥90% (HPLC, Marfey′s reagent)
technique(s)
ligand binding assay: suitable
color
white
mp
245-246 °C
Quality Level
Gene Information
mouse ... Grin2a(14811)
rat ... Grik1(29559), Grin2a(24409), Grin2b(24410), Grin2c(24411), Grin2d(24412)
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Application
D (-)-2-氨基-5-膦戊酸已被用于预处理 BNST（终纹床核），以阻止 ORX-A（食欲素-A）引入 BNST 的焦虑。
Biochem/physiol Actions
NMDA 拮抗剂具有肌肉松弛属性，对缺血引起的脑损伤具有神经元保护作用。2-氨基-5-膦甲酸已被证明可以阻断离子导入引起的 NMDA 的去极化。
抗惊厥药；强效和选择性N-甲基-D-天冬氨酸 (NMDA) 受体拮抗剂；2-氨基-5-膦酰戊酸的活性对映体。
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Synaptic Plasticity and Learning: Selective Impairment of Learning in
Rats and Blockade of Long-Term Potentiation in viva by the
IV-Methyl-D-Aspartate Receptor Antagonist AP5
Rats and Blockade of Long-Term Potentiation in viva by the
IV-Methyl-D-Aspartate Receptor Antagonist AP5
R. G. M. Morris
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European journal of medicinal chemistry, 42(8), 1059-1068 (2007-03-10)
Twelve novel conformationally constrained homologues of glutamic acid have been synthesized and pharmacologically characterized at ionotropic glutamate receptors (iGluRs). Synthesis of the target compounds involved 1,3-dipolar cycloaddition of nitrile oxides to suitable dipolarophiles. The structure to the compounds has been
Orexin-A Induces Anxiety-like Behavior through Interactions with Glutamatergic Receptors in the Bed Nucleus of the Stria Terminalis of Rats
Elizabeth A Lungwitz
Physiology & Behavior, 107(5), 726-732 (2012)
Excitatory amino acid transmitters.
J C Watkins et al.
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Rachel E Field et al.
Neuron, 106(5), 842-854 (2020-03-28)
Excitation in neural circuits must be carefully controlled by inhibition to regulate information processing and network excitability. During development, cortical inhibitory and excitatory inputs are initially mismatched but become co-tuned or balanced with experience. However, little is known about how
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