P5396
Phosphomycin disodium salt
antibacterial MurA inhibitor
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Synonym(s):
(−)-(1R,2S)-(1,2-Epoxypropyl)phosphonic acid, Fosfomycin, Phosphonomycin
Empirical Formula (Hill Notation):
C3H5Na2O4P
Molecular Weight:
182.02
Beilstein:
4604425
EC Number:
MDL number:
UNSPSC Code:
51101500
PubChem Substance ID:
NACRES:
NA.85
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Quality Level
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
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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.
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
监管及禁止进口产品
Certificates of Analysis (COA)
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A L Barry et al.
Antimicrobial agents and chemotherapy, 35(6), 1235-1238 (1991-06-01)
Fosfomycin tromethamine (previously fosfomycin trometamol) is an orally administered fosfomycin which may be used for single-dose therapy of uncomplicated urinary tract infections. Fosfomycin tromethamine, norfloxacin, and trimethoprim-sulfamethoxazole inhibited greater than 90% of 352 bacterial isolates representing 25 different species; trimethoprim
Andrea Endimiani et al.
Antimicrobial agents and chemotherapy, 54(1), 526-529 (2009-11-11)
In vitro activity of fosfomycin was evaluated against 68 bla(KPC)-possessing Klebsiella pneumoniae (KpKPC) isolates, including 23 tigecycline- and/or colistin-nonsusceptible strains. By agar dilution, 93% of the overall KpKPC were susceptible (MIC(50/90) of 16/64 microg/ml, respectively). The subgroup of 23 tigecycline-
Nikos Fatsis-Kavalopoulos et al.
PLoS biology, 18(9), e3000856-e3000856 (2020-09-18)
Antibiotic combination therapies are important for the efficient treatment of many types of infections, including those caused by antibiotic-resistant pathogens. Combination treatment strategies are typically used under the assumption that synergies are conserved across species and strains, even though recent
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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