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34089

Supelco

Fosfomycin sodium

VETRANAL®, analytical standard

Synonym(s):

Phosphomycin disodium salt, (−)-(1R,2S)-(1,2-Epoxypropyl)phosphonic acid, Fosfomycin, Phosphonomycin

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About This Item

Empirical Formula (Hill Notation):
C3H5Na2O4P
Molecular Weight:
182.02
Beilstein/REAXYS Number:
4604425
EC Number:
247-409-2
MDL number:
MFCD22741288
UNSPSC Code:
41116107
PubChem Substance ID:
329754806
NACRES:
NA.24

grade

analytical standard

Quality Level

100

product line

VETRANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

clinical testing

format

neat

storage temp.

2-8°C

SMILES string

[Na+].[Na+].C[C@@H]1O[C@@H]1P([O-])([O-])=O

InChI

1S/C3H7O4P.2Na/c1-2-3(7-2)8(4,5)6;;/h2-3H,1H3,(H2,4,5,6);;/q;2*+1/p-2/t2-,3+;;/m0../s1

InChI key

QZIQJIKUVJMTDG-JSTPYPERSA-L

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem/physiol Actions

Antibiotic that concentrates in kidney and bladder; reduces nephrotoxicity and ototoxicity of platinum-containing anti-tumor agents. Fosfomycin is a phosphoenolpyruvate analog that irreversibly inhibits UDP-GlcNAc enolpyruvyl tranferase (MurA), an enzyme involved in bacterial cell wall biosynthesis. As a result, the production of N-acetylmuramic acid, an essential element of the peptidoglycan cell wall, is inhibited.

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Legal Information

VETRANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCJ8080
BCCF4852
BCCC4361
BCCB4449
BCCB2297

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Sigma-Aldrich

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Glucose-6-phosphate mol wt (glucose-6-P: Mr = 260.2, glucose-6-P-Na2: Mr = 304.2), pkg of 5 g

Roche

10127647001

Glucose-6-phosphate

USP

USP

1099008

Cephalexin

D-Glucose 6-phosphate sodium salt ≥98% (HPLC)

Sigma-Aldrich

G7879

D-Glucose 6-phosphate sodium salt

Patrice Nordmann et al.
Journal of clinical microbiology, 57(1) (2018-11-02)
The rapid fosfomycin/Escherichia coli NP test was developed to detect fosfomycin resistance in E. coli isolates. The test is based on glucose metabolization and the detection of bacterial growth in the presence of fosfomycin at 40 µg/ml. Bacterial growth is
Avigail Stokar-Avihail et al.
Cell host & microbe, 25(5), 746-755 (2019-05-10)
Temperate phages can adopt either a lytic or lysogenic lifestyle within their host bacteria. It was recently shown that Bacillus-subtilis-infecting phages of the SPbeta group utilize a peptide-based communication system called arbitrium to coordinate the lysogeny decision. The occurrence of peptide-based

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