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P1382 Sigma

Phenoxymethylpenicillinic acid potassium salt

potency: ≥1460 units per mg

Synonym: Penicillin V potassium salt

  • Empirical Formula (Hill Notation) C16H17N2O5SK

  • Molecular Weight 388.48

  •  EC Number 205-086-5

  •  MDL number MFCD00051771

  •  PubChem Substance ID 24898194

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Properties

Related Categories Antibacterial, Antibiotics, Antibiotics A to Z, Antibiotics N-S, Biochemicals and Reagents,
InChI Key   HCTVWSOKIJULET-LQDWTQKMSA-M
potency   ≥1460 units per mg
solubility   H2O: soluble100 mg/mL
Mode of action   cell wall synthesis | interferes
  cell wall synthesis | interferes
antibiotic activity spectrum   Gram-positive bacteria

Description

Application

Phenoxymethylpenicillinic acid, also known as Penicillin V, is a narrow spectrum antibiotic used to treat mild to moderate infections caused by susceptible bacteria. It is a natural penicillin antibiotic that is administered orally. Penicillin V is a penicillin β-lactam antibiotic used in the treatment of bacterial infections caused by susceptible, usually gram-positive, organisms. It is commonly used in cell culture in combination with streptomcyin and other antibiotics. It is used to study penicillin-binding protein 2, molecular cloning of the Bacillus sphaericus penicillin V amidase gene, and gastrointestinal persistence and bile tolerance of Listeria monocytogenes.

Biochem/physiol Actions

Phenoxymethylpenicillinic acid binds to specific penicillin-binding proteins (PBPs) and inhibits the synthesis of bacterial cell walls by preventing cell wall peptidoglycan chain cross-linking. This causes cell lysis, which is mediated by autolytic enzymes such as autolysins. Phenoxymethylpenicillnic acid may interfere with autolysin inhibitors.

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Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis

Certificate of Origin

Protocols & Articles
Peer-Reviewed Papers
15

References

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