A7929
L-(+)-2-Amino-4-phosphonobutyric acid
optical purity optical purity: ≥95% (HPLC, Marfey′s reagent)
Synonym(s):
L-AP-4, L-AP4
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About This Item
Empirical Formula (Hill Notation):
C4H10NO5P
CAS Number:
Molecular Weight:
183.10
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12352106
MDL number:
Form:
powder
Quality level:
form
powder
Quality Level
optical purity
optical purity: ≥95% (HPLC, Marfey′s reagent)
SMILES string
N[C@@H](CCP(O)(O)=O)C(O)=O
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
InChI key
DDOQBQRIEWHWBT-VKHMYHEASA-N
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)
Biochem/physiol Actions
mGluR4 and mGluR6 metabotropic glutamate receptor agonist.
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Storage Class
11 - Combustible Solids
wgk
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Gloves
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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
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
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