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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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Robert J Gillies et al.
Annual review of biomedical engineering, 7, 287-326 (2005-07-12)
Magnetic resonance spectroscopy (MRS) has been used for more than two decades to interrogate metabolite distributions in living cells and tissues. Techniques have been developed that allow multiple spectra to be obtained simultaneously with individual volume elements as small as
Jagotamoy Das et al.
Langmuir : the ACS journal of surfaces and colloids, 25(1), 235-241 (2008-11-27)
The nonspecific binding of DNA-conjugated gold nanoparticles (AuNPs) to solid surfaces is more difficult to control than that of DNA molecules due to the more attractive interactions from the large number of DNA molecules per AuNP. This paper reports that
R J Gillies et al.
The American journal of physiology, 267(1 Pt 1), C195-C203 (1994-07-01)
The extracellular pH (pHex) of tumors is generally acidic. However, it is only recently that noninvasive magnetic resonance spectroscopic (MRS) measurements have determined that the intracellular pH (pHin) of tumor cells in situ is neutral or slightly alkaline compared with
N V Kapousta-Bruneau
Vision research, 40(13), 1653-1665 (2000-05-18)
The largest component in the fully dark-adapted ERG is a corneal-positive response, known as the b-wave, and believed to originate from depolarizing (ON-type) bipolar cells. The two types of GABA receptors, GABA(A) and GABA(C) have been reported to exist on
Anna Sedelnikova et al.
The Journal of biological chemistry, 280(2), 1535-1542 (2004-11-19)
Gamma-aminobutyric acid (GABA) is the major inhibitory neurotransmitter in the mammalian brain. The GABA receptor type C (GABA(C)) is a ligand-gated ion channel with pharmacological properties distinct from the GABA(A) receptor. To date, only three binding domains in the recombinant
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