Skip to Content
Merck

P5396

Phosphomycin disodium salt

antibacterial MurA inhibitor

Synonym(s):

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

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):
C3H5Na2O4P
Molecular Weight:
182.02
UNSPSC Code:
51102829
NACRES:
NA.85
PubChem Substance ID:
EC Number:
247-409-2
Beilstein/REAXYS Number:
4604425
MDL number:
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist


Quality Segment

form

powder

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

mode of action

cell wall synthesis | interferes

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

Application

Phosphomycin, also known as Fosfomycin, is an antibiotic produced by Streptomyces fradiae. It is used to treat uncomplicated urinary tract infections. It is used for susceptibility studies of Klebsiella pneumoniae and to study in vitro susceptibility testing procedures for fosfomycin tromethamine.

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

1g,5g,50g
Keep container tightly closed in a dry and well-ventilated place.Keep in a dry place.


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

It looks like we've run into a problem, but you can still download Certificates of Analysis from our Documents section.

If you need assistance, please contact Customer Support

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library