Ampicillin



Ampicillin
Systematic (IUPAC) name
7-(2-amino-2-phenyl-acetyl)amino-3,3
-dimethyl-6-oxo-2-thia-5-azabicyclo
[3.2.0]heptane-4-carboxylic acid
Identifiers
CAS number 69-53-4
ATC code J01CA01
PubChem 6249
DrugBank APRD00320
Chemical data
S 
mol
Pharmacokinetic data
Bioavailability 40% (oral)
Protein binding 15 to 25%
Metabolism 12 to 50%
Half life approx 1 hour
Excretion 75 to 85% renal
Therapeutic considerations
Pregnancy cat.

A (Au), B (U.S.)

Legal status
Routes Oral, intravenous

Ampicillin is a amoxicillin in terms of spectrum and level of activity.[1] It can sometimes result in allergic reactions that range in severity from a rash (e.g. patients with mononucleosis) to potentially lethal anaphylaxis.

Mechanism of action

Belonging to the amino group. The amino group helps the drug penetrate the outer membrane of gram-negative bacteria. Ampicillin acts as a competitive inhibitor of the enzyme transpeptidase. Transpeptidase is needed by bacteria to make their cell walls.[1] It inhibits the third and final stage of bacterial cell wall synthesis, which ultimately leads to cell lysis.

Indications

Ampicillin is closely related to antibiotics.

All Pseudomonas and most strains of Klebsiella and Aerobacter are considered resistant.[2]

Use in research

Ampicillin is often used as a selective agent in molecular biology to confirm the uptake of genes (e.g., of plasmids) by bacteria (e.g., E. coli). A gene that is to be inserted into a bacterium is coupled to a gene coding for an ampicillin resistance (in E. coli, usually the bla (TEM-1) gene, coding for β-lactamase). The treated bacteria are then grown on a medium containing ampicillin. Only the bacteria that successfully take up the desired genes become ampicillin resistant, and therefore contain the other desired gene as well.

 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Ampicillin". A list of authors is available in Wikipedia.