Ampicillin is a semi-synthetic derivative of penicillin, active as a broad-spectrum antibiotic.It is inactivated by beta-lactamases and for this reason a beta-lactamase inhibitor should be considered when using ampicillin. Against gram-positive bacteria, ampicillin has a similar mode of action as benzylpenicillin; against gram-negative bacteria, it has a similar mode of action as chloramphenicol and tetracyclines. In E. coli it inhibits cell wall synthesis.
Ampicillin sodium salt is used to select for ampicillin resistance in mutated and transformed cells. It is also described for the use of inhancing luminol chemiluminescence.
|Alternate Names||D[-]-α-Aminobenzylpenicillin; 6-[D(-)-α-Aminophenylacetamido]penicillanic acid; D-(−)-α-Aminobenzylpenicillin sodium salt; Aminobenzylpenicillin sodium salt|
|Application Notes||Ampicillin sodium salt is used to select for ampicillin resistance in mutated and transformed cells. It is also described for the use of inhancing luminol chemiluminescence.|
|Base Catalog Number||19419920|
|Beilstein Registry Number||4119211|
|Biochemical Physiological Actions||A β-lactam antibiotic with an amino group side chain attached to the penicillin structure. Penicillin derivative that inhibits bacterial cell-wall synthesis (peptidoglycan cross-linking) by inactivating transpeptidases on the inner surface of the bacterial cell membrane. Bactericidal only to growing <i>Escherichia coli</i>. Mode of resistance: Cleavage of β-lactam ring of ampicillin by β-lactamase. Antimicrobial spectrum: Gram-negative and Gram-positive bacteria.|
|Grade||Molecular Biology Grade|
|Melting Point||215 °C decomposes (Lit.)|
|Pack Size||20 mg|
|Personal Protective Equipment||Dust mask, Eyeshields, Faceshields, Gloves|
|pH||8 - 10 (1% aq soln)|
|pKa||At 25 °C ,pKa = 2.5 (-COOH),pKa = 7.3 (-NH<sub>2</sub>) (Lit.)|
|Solubility||Soluble in water (50 mg/mL); soluble in 1 M Ammonium Hydroxide, dilute acids or bases; practically insoluble in alcohol, chloroform, ether and fixed oils.|
|Typical Working Concentration||100 mg/liter for both gram positive and gram negative bacteria|