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Merck
CN

268674

2-Aminoethylphosphonic acid

99%

Synonym(s):

2-AEP

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About This Item

Linear Formula:
H2NCH2CH2P(O)(OH)2
CAS Number:
Molecular Weight:
125.06
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
218-043-0
MDL number:
Assay:
99%
Form:
solid
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InChI key

QQVDJLLNRSOCEL-UHFFFAOYSA-N

InChI

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

SMILES string

NCCP(O)(O)=O

assay

99%

form

solid

mp

296 °C (dec.) (lit.)

solubility

water: soluble 50 mg/mL, clear, colorless

functional group

amine

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

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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.
Dimitrios M Kariotoglou et al.
Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology, 136(1), 27-44 (2003-08-28)
The goal of this study is to supplement the composition and nature of sphingophosphonolipids diversity from edible mollusks (Mytilus galloprovincialis, Eobania vermiculata) and from jellyfish Pelagia noctiluca, organisms rich in phosphonolipids. M. galloprovincialis contained a major ceramide 2-aminoethylphosphonate (CAEP-IM) and
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
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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