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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.)

functional group

amine

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

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

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF3799V
WXBF4777V
WXBF2322V
WXBF0617V
WXBD9260V

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Benny Perlstein et al.
Journal of biomedical materials research. Part B, Applied biomaterials, 92(2), 353-360 (2009-11-12)
Nanoparticles with innovative optical, chemical, and magnetic properties combined in a single nanoparticle may be useful as biosensors, targeting agents, and therapeutic agents in the biomedical field. This study describes new magnetic nanoparticles (MNPs) containing the fluorescent dye rhodamine isothiocyanate
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
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)
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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