A8054
D(−)-2-Amino-5-phosphonopentanoic acid
NMDA receptor antagonist
동의어(들):
D(−)-AP-5, D(−)-APV, D-2-Amino-5-phosphonovaleric acid
조직 및 계약 가격을 보려면 로그인를 클릭합니다.
크기 선택
제품정보 (DICE 배송 시 비용 별도)
실험식(Hill 표기법):
C5H12NO5P
CAS 번호:
Molecular Weight:
197.13
NACRES:
NA.26
PubChem Substance ID:
UNSPSC Code:
12352106
MDL number:
제품 이름
D(−)-2-Amino-5-phosphonopentanoic acid, 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-Amino-5-phosphonopentanoic acid has been used to pretreat BNST (bed nucleus of the stria terminalis) in order to block the induction of anxiety by ORX-A (orexin-A) into the BNST.
Biochem/physiol Actions
Anticonvulsant; potent and selective N-methyl-D-aspartate (NMDA) receptor antagonist; active enantiomer of 2-amino-5-phosphonopentanoic acid.
NMDA antagonists have muscle relaxation property and are known to offer neuron protection against brain damage induced by ischemia. 2-Amino-5-phosphonopentanoic acid has been proved to block the iontophoresis induced depolarization of NMDA.
저장 등급
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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)
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
The Journal of Neuroscience, 9(9), 3040-3057 (1989)
Paola Conti et al.
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
Daniela Gandolfi et al.
Frontiers in cellular neuroscience, 11, 184-184 (2017-07-14)
The induction of long-term potentiation and depression (LTP and LTD) is thought to trigger gene expression and protein synthesis, leading to consolidation of synaptic and neuronal changes. However, while LTP and LTD have been proposed to play important roles for
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
관련 콘텐츠
Product Information Sheet
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