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A8351 Sigma-Aldrich

Ampicillin sodium salt

BioXtra, suitable for cell culture

Synonym: D-(−)-α-Aminobenzylpenicillin sodium salt

  • CAS Number 69-52-3

  • Empirical Formula (Hill Notation) C16H18N3NaO4S

  • Molecular Weight 371.39

  •  Beilstein Registry Number 4119211

  •  EC Number 200-708-1

  •  MDL number MFCD00064313

  •  PubChem Substance ID 24891335

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Properties

Related Categories A - K, Antibacterial, Antibiotics, Antibiotics A to Z, Antibiotics by Application,
InChI Key   KLOHDWPABZXLGI-YWUHCJSESA-M
product line   BioXtra
form   powder
impurities   endotoxin, tested
mp   215 °C (dec.) (lit.)
solubility   water: soluble 50 mg/mL
  soluble
suitability   suitable for cell culture
Mode of action   cell wall synthesis | interferes
antibiotic activity spectrum   Gram-negative bacteria
  Gram-positive bacteria
storage temp.   2-8°C

Description

Application

Ampicillin is a semi-synthetic derivative of penicillin that functions as a broad-spectrum antibiotic. It has been used to study antibiotic resistance and penetration limitations, the synergy between multiple antibiotics, certain bloodstream infections, and has been used to develop PCR assays to detect resistance genes in cerebrospinal fluid.

Biochem/physiol Actions

Mode of Action: This is a ß-lactam antibiotic that inhibits bacterial cell-wall synthesis by inactivating transpeptidases on the inner surface of the bacterial cell membrane.

Mode of Resistance: Administration with ß-lactamase cleaves the ß-lactam ring of Ampicillin and inactivates it.

Antimicrobial Spectrum: Includes both gram-positive (similar to benzylpenicillin) and gram-negative bacteria (similar to tetracyclines and chloramphenicol.

Caution

This product has been reported stable as supplied at 25°C at 43% and 81% relative humidity for six weeks. Additional studies have shown that the stability of Ampicillin in solution is a function of pH, temperature and the identity of the buffer. It′s activity is quickly lost when stored above pH 7. Optimal storage conditions are suggested as 2-8°C, and pH 3.8-5 where its activity was retained at 90%+ for a week.

Preparation Note

Ampicillin is reported as slightly soluble in water, practically insoluble in alcohol, chloroform, ether and fixed oils but soluble in dilute acids or bases. The solution should not be autoclaved; a stock solution should be sterilized through filtration and stored frozen, where it will be stable for months.

General description

Chemical structure: ß-lactam

Other Notes

Keep container tightly closed in a dry and well-ventilated place, hygroscopic.

Safety & Documentation

Safety Information

Symbol 
GHS08  GHS08
Signal word 
Danger
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
2
RTECS 
XH8400000

Documents

Certificate of Analysis

Certificate of Origin

Protocols & Articles

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The Antibiotic Selection Guide enables researchers to spend more time on their research discoveries and less time seeking established antibiotic information. Link to hundreds of antibiotics for conta...
Keywords: Antibiotics, Cell biology, Cell culture, Genetic, High performance liquid chromatography, Reversed-phase chromatography

Peer-Reviewed Papers
15

References

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