A7929
L-(+)-2-氨基-4-膦酰基丁酸
optical purity optical purity: ≥95% (HPLC, Marfey′s reagent)
别名:
L-AP-4, L-AP4
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关于此项目
经验公式（希尔记法）:
C4H10NO5P
化学文摘社编号:
分子量:
183.10
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12352106
MDL number:
产品名称
L-(+)-2-氨基-4-膦酰基丁酸, optical purity optical purity: ≥95% (HPLC, Marfey′s reagent)
InChI
1S/C4H10NO5P/c5-3(4(6)7)1-2-11(8,9)10/h3H,1-2,5H2,(H,6,7)(H2,8,9,10)/t3-/m0/s1
SMILES string
N[C@@H](CCP(O)(O)=O)C(O)=O
InChI key
DDOQBQRIEWHWBT-VKHMYHEASA-N
form
powder
optical purity
optical purity: ≥95% (HPLC, Marfey′s reagent)
Quality Level
Gene Information
human ... GRM1(2911), GRM2(2912), GRM3(2913), GRM4(2914), GRM6(2916), GRM7(2917), GRM8(2918)
rat ... Grm1(24414), Grm2(24415), Grm4(24417), Grm5(24418), Grm6(24419), Grm7(81672)
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Biochem/physiol Actions
mGluR4 和 mGluR6 代谢型谷氨酸受体激动剂。
存储类别
11 - Combustible Solids
wgk
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Gloves
Nazarul Hasan et al.
eNeuro, 7(1) (2020-01-22)
The first retinal synapse, photoreceptor→bipolar cell (BC), is both anatomically and functionally complex. Within the same synaptic region, a change in presynaptic glutamate release is sensed by both ON BCs (DBCs) via the metabotropic glutamate receptor 6 (mGluR6), and OFF
Pauline Sibille et al.
Journal of medicinal chemistry, 50(15), 3585-3595 (2007-07-03)
Stereoisomers of 1-amino-2-phosphonomethylcyclopropanecarboxylic acid (APCPr), conformationally restricted analogues of L-AP4 (2-amino-4-phosphonobutyric acid), have been prepared and evaluated at recombinant group III metabotropic glutamate receptors. They activate these receptors over a broad range of potencies. The most potent isomer (1S,2R)-APCPr displays
Chelliah Selvam et al.
Journal of medicinal chemistry, 50(19), 4656-4664 (2007-08-29)
L-2-Amino-4-phosphonobutyric acid (l-AP4), l-2-amino-4-thiophosphonobutyric acid (l-thioAP4), and l-2-amino-4-(hydroxy)phosphinylbutyric acid (desmethylphosphinothricin, DMPT) were synthesized from protected vinylglycine. They were tested as agonists at group III metabotropic glutamate receptors (mGluR) along with phosphinothricin (PT). DMPT and PT display a much lower potency
Yong Lu et al.
The Journal of physiology, 596(10), 1981-1997 (2018-03-25)
Binaural excitatory inputs to coincidence detection neurons in nucleus laminaris (NL) play essential roles in interaural time difference coding for sound localization. Here, we show that the two excitatory inputs are physiologically nearly completely segregated. Synaptic integration shows linear summation
Chelliah Selvam et al.
Journal of medicinal chemistry, 53(7), 2797-2813 (2010-03-12)
(R)-PCEP (3-amino-3-carboxypropyl-2'-carboxyethyl phosphinic acid, 1), a new metabotropic glutamate receptor 4 (mGlu4R) agonist, was discovered in a previously reported virtual screening. The (S)-enantiomer and a series of derivatives were synthesized and tested on recombinant mGlu4 receptors. A large number of
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