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Sigma-Aldrich

Phosphonessigsäure

98%

Synonym(e):

(Carboxymethyl)phosphonic acid, 2-Phosphonoacetic acid, Fosfonoacetic acid, Phosphonacetic acid

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About This Item

Lineare Formel:
(HO)2P(O)CH2CO2H
CAS-Nummer:
4408-78-0
Molekulargewicht:
140.03
EG-Nummer:
224-558-1
MDL-Nummer:
MFCD00004311
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24857145
NACRES:
NA.22

Assay

98%

Form

powder or crystals

mp (Schmelzpunkt)

143-146 °C (lit.)

Löslichkeit

water: soluble 100 mg/mL, clear to very slightly hazy, colorless

SMILES String

OC(=O)CP(O)(O)=O

InChI

1S/C2H5O5P/c3-2(4)1-8(5,6)7/h1H2,(H,3,4)(H2,5,6,7)

InChIKey

XUYJLQHKOGNDPB-UHFFFAOYSA-N

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Allgemeine Beschreibung

Phosphonoacetic acid inhibits specifically human cytomegalovirus DNA synthesis in virus-infected human fibroblasts. It also inhibits the synthesis of herpes simplex virus DNA in infected cells and the activity of the virus-specific DNA polymerase in vitro.

Anwendung

Phosphonoacetic acid was used as an inhibitor of viral DNA replication, to investigate the infected cell protein 0 (bICP0) localization in infected low passage bovine cells. It was also used as a phosphorus source for microbial growth in phosphate-independent manner.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

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Foscarnetnatrium United States Pharmacopeia (USP) Reference Standard

USP

1283302

Foscarnetnatrium

2-Aminoethylphosphonsäure 99%

Sigma-Aldrich

268674

2-Aminoethylphosphonsäure

Triphenylphosphat TraceCERT®, 31P-qNMR Standard, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

Supelco

05498

Triphenylphosphat

Foscarnet-Natrium British Pharmacopoeia (BP) Reference Standard

BP623

Foscarnet-Natrium

L-(+)-2-Amino-3-Phosphonopropionsäure

Sigma-Aldrich

A154

L-(+)-2-Amino-3-Phosphonopropionsäure

Adam D Lietzan et al.
Biochemistry, 50(45), 9708-9723 (2011-10-01)
Pyruvate carboxylase (PC) catalyzes the ATP-dependent carboxylation of pyruvate to oxaloacetate, an important anaplerotic reaction in mammalian tissues. To effect catalysis, the tethered biotin of PC must gain access to active sites in both the biotin carboxylase domain and the
Magdalena Klimek-Ochab
Folia microbiologica, 59(5), 375-380 (2014-02-27)
A psychrophilic fungal strain of Geomyces pannorum P15 was screened for its ability to utilize a range of synthetic and natural organophosphonate compounds as the sole source of phosphorus, nitrogen, or carbon. Only phosphonoacetic acid served as a phosphorus source
R W Honess et al.
Journal of virology, 21(2), 584-600 (1977-02-01)
Phosphonoacetic acid (PAA) inhibited the synthesis of herpes simplex virus DNA in infected cells and the activity of the virus-specific DNA polymerase in vitro. In the presence of concentrations of PAA sufficient to prevent virus growth and virus DNA synthesis
Vincent Li et al.
Journal of molecular biology, 400(3), 295-308 (2010-05-25)
Structure-based protein sequence alignments of family B DNA polymerases revealed a conserved motif that is formed from interacting residues between loops from the N-terminal and palm domains and between the N-terminal loop and a conserved proline residue. The importance of
Lauren M Oko et al.
PLoS pathogens, 15(6), e1007849-e1007849 (2019-06-06)
Virus-host interactions are frequently studied in bulk cell populations, obscuring cell-to-cell variation. Here we investigate endogenous herpesvirus gene expression at the single-cell level, combining a sensitive and robust fluorescent in situ hybridization platform with multiparameter flow cytometry, to study the
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