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Sigma-Aldrich

2-Aminoethylphosphonic acid

99%

Synonym(s):

2-AEP

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About This Item

Linear Formula:
H2NCH2CH2P(O)(OH)2
CAS Number:
2041-14-7
Molecular Weight:
125.06
EC Number:
218-043-0
MDL number:
MFCD00008182
UNSPSC Code:
12352100
PubChem Substance ID:
24856288
NACRES:
NA.22

Assay

99%

form

solid

mp

296 °C (dec.) (lit.)

solubility

water: soluble 50 mg/mL, clear, colorless

SMILES string

NCCP(O)(O)=O

InChI

1S/C2H8NO3P/c3-1-2-7(4,5)6/h1-3H2,(H2,4,5,6)

InChI key

QQVDJLLNRSOCEL-UHFFFAOYSA-N

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General description

The surface of gold nanoparticles (Au NPs) were functionalized with 2-aminoethylphosphonic acid that exhibited calcium affinity which enabled targeted delivery of Au NPs to calcified tissue.

Application

2-Aminoethylphosphonic acid was used as a growth medium for the marine bacterium Roseovarius nubinhibens ISM.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

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

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Thomas Danhorn et al.
Journal of bacteriology, 186(14), 4492-4501 (2004-07-03)
The plant pathogen Agrobacterium tumefaciens forms architecturally complex biofilms on inert surfaces. Adherence of A. tumefaciens C58 was significantly enhanced under phosphate limitation compared to phosphate-replete conditions, despite slower overall growth under low-phosphate conditions. Replacement of Pi with sn-glycerol-3-phosphate and
F Pessina et al.
Advances in experimental medicine and biology, 483, 325-333 (2002-01-15)
There is ample evidence that ischaemia is associated with partial denervation of the detrusor muscle and that this is responsible for much of its abnormal contractile behaviour, resulting in bladder dysfunction (instability). In guinea-pig nerves are very susceptible to the
Magdalena Klimek-Ochab et al.
Biodegradation, 18(2), 223-231 (2006-06-08)
Air-born mixed fungal and bacterial culture capable of complete degradation of ciliatine was isolated. The utilization of the natural organophosphonate proceeded in the phosphate independent manner. Enzymatic activity involved in ciliatine degradation studied in the fungal cell-free extract proved to
Zhiqiang Xu et al.
Chemical communications (Cambridge, England), (7)(7), 878-879 (2003-05-13)
Carbon-supported catalysts were phosphonated using 2-aminoethylphosphonic acid, and the resulting catalysts with largely enhanced proton conductivity performed substantially better than the untreated counterparts in proton-exchange membrane fuel cells.
Celia C H Chen et al.
Biochemistry, 41(44), 13162-13169 (2002-10-31)
Phosphonates allow certain organisms to thrive in otherwise hostile environments, and 2-aminoethylphosphonate (AEP) is a precursor of many cellular phosphonates. AEP transaminase (AEPT) is an enzyme essential to phosphonate synthesis and degradation pathways. The crystal structure of AEP transaminase was
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