A7929

L-(+)-2-アミノ-4-ホスホノ酪酸

Name: <SC>L</SC>-(+)-2-アミノ-4-ホスホノ酪酸
Brand: SIGMA
Price: 10780 JPY

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

別名:

L-AP-4, L-AP4

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0.5 MG

￥10,780

1 MG

￥31,920

￥10,780

単価￥15,400割引30%

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この商品について

実験式（ヒル表記法）:

C₄H₁₀NO₅P

CAS番号:

23052-81-5

分子量:

183.10

NACRES:

NA.32

PubChem Substance ID:

24891296

UNSPSC Code:

12352106

MDL number:

MFCD00083244

主要文書

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製品名

L-(+)-2-アミノ-4-ホスホノ酪酸, 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

200

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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当該品目	A1910	165300	A6060
Sigma-Aldrich A7929 L-(+)-2-アミノ-4-ホスホノ酪酸	Sigma-Aldrich A1910 (±)-2-アミノ-4-ホスホノ酪酸	Sigma-Aldrich 165300 L-(+)-2-Amino-4-phosphonobutyric Acid	Sigma-Aldrich A6060 カルパインインヒビター II
form powder	form solid	form solid	form powder
optical purity optical purity: ≥95% (HPLC, Marfey′s reagent)	optical purity -	optical purity -	optical purity -
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)	Gene Information human ... GRIN1(2902), GRIN2A(2903), GRIN2B(2904), GRIN2C(2905), GRIN2D(2906), GRINA(2907) rat ... Grin2b(24410)	Gene Information -	Gene Information -

Biochem/physiol Actions

mGluR₄およびmGluR₆ 代謝調節型グルタミン酸レセプタ-のアゴニストです。

保管分類

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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試験成績書（COA）

Lot/Batch Number

0000215229

0000215221

0000184519

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A virtual screening hit reveals new possibilities for developing group III metabotropic glutamate receptor agonists.

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

Activity-dependent synaptic integration and modulation of bilateral excitatory inputs in an auditory coincidence detection circuit.

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

L-(+)-2-Amino-4-thiophosphonobutyric acid (L-thioAP4), a new potent agonist of group III metabotropic glutamate receptors: increased distal acidity affords enhanced potency.

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

Synthesis and biological evaluation of 1-amino-2-phosphonomethylcyclopropanecarboxylic acids, new group III metabotropic glutamate receptor agonists.

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

LRIT3 is Required for Nyctalopin Expression and Normal ON and OFF Pathway Signaling in the Retina.

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

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L-(+)-2-アミノ-4-ホスホノ酪酸