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268615

Sigma-Aldrich

3-Aminopropylphosphonic acid

98%

Synonym(s):

β-Aminopropylphosphonic acid, 3-Aminopropane-1-phosphonic acid, 3-Aminopropanephosphonic acid, 3-Azaniumylpropyl(hydroxy)phosphinate, P-(3-Aminopropyl)phosphonic acid

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About This Item

Linear Formula:
H2N(CH2)3P(O)(OH)2
CAS Number:
13138-33-5
Molecular Weight:
139.09
MDL number:
MFCD00008222
UNSPSC Code:
12352100
PubChem Substance ID:
24856285
NACRES:
NA.22

Quality Level

200

Assay

98%

form

solid

mp

294 °C (dec.) (lit.)

SMILES string

NCCCP(O)(O)=O

InChI

1S/C3H10NO3P/c4-2-1-3-8(5,6)7/h1-4H2,(H2,5,6,7)

InChI key

GSZQTIFGANBTNF-UHFFFAOYSA-N

Gene Information

rat ... Gabbr1(81657)

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General description

The relative nonspecific binding of the DNA-conjugated gold nanoparticles (AuNPs) to the indium-tin oxide electrodes modified with 3-aminopropylphosphonic acid was examined by measuring the electrocatalytic anodic current of hydrazine caused by the nonspecifically absorbed AuNPs.

Application

3-Aminopropylphosphonic acid was used as a selective antagonist of GABA(C) receptor.

Biochem/physiol Actions

GABAB receptor agonist; antagonist of basal prolactin secretion.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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H Dong et al.
Gastroenterology, 118(2), 328-336 (2000-01-29)
This study aimed to show the presence of deglutitive and distal inhibition in the rat esophagus and to differentiate the underlying neural mechanisms. Under urethane anesthesia, the pharyngoesophageal tract was fitted with water-filled balloons for luminal distention and pressure recording.
D I Kerr et al.
Brain research, 480(1-2), 312-316 (1989-02-20)
Baclofen, 3-amino-propylphosphonic acid (3-APPA), and beta-phenyl-GABA (BPG), each reduced the frequency of spontaneous paroxysmal discharges in rat neocortical slices maintained in Mg2+-free medium, reversibly antagonised by phaclofen and 4-amino-butylphosphonic acid (4-ABPA). At lower concentrations, not influencing the discharges, both 3-APPA
Maria Teresa Cambria et al.
International journal of molecular sciences, 21(22) (2020-11-15)
Combined treatments which use nanoparticles and drugs could be a synergistic strategy for the treatment of a variety of cancers to overcome drug resistance, low efficacy, and high-dose-induced systemic toxicity. In this study, the effects on human colon adenocarcinoma cells
Hsueh-Hsia Wu et al.
Sensors (Basel, Switzerland), 18(12) (2018-12-21)
Bacteriorhodopsin-embedded purple membranes (PM) have been demonstrated to be a sensitive photoelectric transducer for microbial detection. To efficiently prepare versatile BR-based immunosensors with protein A as antibody captures, a large, high-coverage, and uniformly oriented PM monolayer was fabricated on an
New magnetic resonance imaging contrast agents for infarct imaging based on phosphonate derivatives of Gd-DTPA.
I K Adzamli et al.
Investigative radiology, 26 Suppl 1, S242-S244 (1991-11-01)
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