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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

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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DL-2-Amino-3-phosphonopropionic acid

Sigma-Aldrich

A4910

DL-2-Amino-3-phosphonopropionic acid

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
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
Synthesis of monensin derivatives and their effect on the activity of ricin A-chain immunotoxins.
M Colombatti et al.
Methods in molecular biology (Clifton, N.J.), 166, 55-70 (2001-02-24)
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