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Merck
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A7929

Sigma-Aldrich

L-(+)-2-Amino-4-phosphonobutyric acid

optical purity optical purity: ≥95% (HPLC, Marfey′s reagent)

Sinônimo(s):

L-AP-4, L-AP4

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About This Item

Fórmula empírica (Notação de Hill):
C4H10NO5P
Número CAS:
23052-81-5
Peso molecular:
183.10
Número MDL:
MFCD00083244
Código UNSPSC:
12352106
ID de substância PubChem:
24891296
NACRES:
NA.32

forma

powder

pureza óptica

optical purity: ≥95% (HPLC, Marfey′s reagent)

cadeia de caracteres SMILES

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

chave InChI

DDOQBQRIEWHWBT-VKHMYHEASA-N

Informações sobre genes

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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Ações bioquímicas/fisiológicas

mGluR4 and mGluR6 metabotropic glutamate receptor agonist.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

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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
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
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
Dao-Qi Zhang et al.
PloS one, 7(8), e42647-e42647 (2012-08-11)
The canonical flow of visual signals proceeds from outer to inner retina (photoreceptors → bipolar cells → ganglion cells). However, melanopsin-expressing ganglion cells are photosensitive and functional sustained light signaling to retinal dopaminergic interneurons persists in the absence of rods
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