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Merck
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Documentos

A0664

Sigma-Aldrich

4-Aminobutylphosphonic acid

≥99%

Sinónimos:

P-(4-aminobutyl)-phosphonic acid

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About This Item

Fórmula empírica (notación de Hill):
C4H12NO3P
Número de CAS:
35622-27-6
Peso molecular:
153.12
MDL number:
MFCD00063426
UNSPSC Code:
12352106
PubChem Substance ID:
24890444
NACRES:
NA.26

assay

≥99%

form

powder

color

white

application(s)

detection

SMILES string

NCCCCP(O)(O)=O

InChI

1S/C4H12NO3P/c5-3-1-2-4-9(6,7)8/h1-5H2,(H2,6,7,8)

InChI key

IDPXFPYGZRMMKZ-UHFFFAOYSA-N

Biochem/physiol Actions

4-Aminobutylphosphonic acid, a GABA B receptor ligand, is used in studies on the regulation of prolactin (PRL) secretion and differential GABA receptor research.
4-aminobutylphosphonic acid, the phosphonic acid analogue of delta-aminovaleric acid, inhibits gamma-aminobutyric acid B (GABA-B receptor) binding without influencing either isoproterenol- or forskolin-stimulated cyclic AMP production.

Linkage

Analog of δ-aminovaleric acid

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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4-Aminobenzylphosphonic acid ≥95%

Sigma-Aldrich

A5898

4-Aminobenzylphosphonic acid

H P De Koning et al.
Endocrinology, 132(2), 674-681 (1993-02-01)
The activity of many endocrine cells is regulated by gamma-aminobutyric acid (GABA). The effects of GABA are mediated by GABAA and/or GABAB receptors. While GABAB receptors in the central nervous system have now been extensively characterized, little is known of
N G Ternan et al.
FEMS microbiology letters, 184(2), 237-240 (2000-03-14)
A strain of the yeast Kluyveromyces fragilis was screened for its ability to utilize a range of synthetic and natural organophosphonate compounds as the sole source of phosphorus, nitrogen or carbon. Only 4-aminobutylphosphonate was utilized as sole nitrogen source with
R M Woodward et al.
Molecular pharmacology, 43(4), 609-625 (1993-04-01)
Poly(A)+ RNA from mammalian retina expresses bicuculline/baclofen-insensitive gamma-aminobutyric acid (GABA) receptors in Xenopus oocytes with properties similar to those of homooligomeric GABA rho 1 receptors. The pharmacological profile of these rho-like receptors was extended by measuring sensitivities to various GABAA
J Ong et al.
Naunyn-Schmiedeberg's archives of pharmacology, 357(4), 408-412 (1998-05-30)
The effects of five phosphonic derivatives of GABA on the release of [3H]-GABA from rat neocortical slices, preloaded with [3H]-GABA, were investigated. Phaclofen and 4-aminobutylphosphonic acid (4-ABPA) increased the overflow of [3H] evoked by electrical stimulation (2 Hz) in a
L S Wong et al.
Pharmacology, biochemistry, and behavior, 38(4), 829-835 (1991-04-01)
The application of 1.2 and 12.0 micrograms/side of the GABAA receptor agonist 3-aminopropane sulphonic acid bilaterally into the nucleus accumbens (Acb) of rats nonsignificantly depressed locomotor activity as assessed in automated Animex activity cages, while the highest dose (60 micrograms/side)
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