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Merck
CN

34089

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:
4604425
EC Number:
247-409-2
MDL number:
MFCD22741288
UNSPSC Code:
41116107
PubChem Substance ID:
329754806
NACRES:
NA.24

Key Documents

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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.

Other Notes

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

Legal Information

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

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

Regulatory Information

涉药品监管产品
This item has

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN1745
BCCL5401
BCCJ8080
BCCF4852
BCCC4361

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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
Özden Baltekin et al.
Proceedings of the National Academy of Sciences of the United States of America, 114(34), 9170-9175 (2017-08-10)
The emergence and spread of antibiotic-resistant bacteria are aggravated by incorrect prescription and use of antibiotics. A core problem is that there is no sufficiently fast diagnostic test to guide correct antibiotic prescription at the point of care. Here, we
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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