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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

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

Storage Class Code

11 - Combustible Solids

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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Replacement of ethanolamine phosphate by 3-aminopropylphosphonate in the phospholipids of Tetrahymena.
J D Smith et al.
Archives of biochemistry and biophysics, 206(2), 420-423 (1981-02-01)
C F Vaquero et al.
Neuroscience research, 35(1), 1-7 (1999-11-11)
In the vertebrate retina, the rod bipolar cells make reciprocal synapses with amacrine cells at the axon terminal. Amacrine cells may perform a fine control of the transmitter release from rod bipolar cells by means of GABAergic synapses acting on
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
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
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