Ampicillin Trihydrate, MP Biomedicals™

Description

Active as a broad-spectrum antibiotic. Ampicillin Trihydrate, MP Biomedicals is a semi-synthetic derivative of penicillin that is commonly used to select for ampicillin resistance in mutated and transformed cells. It is also used for enhancing luminol che

Ampicillin trihydrate is a β-lactam antibiotic with an amino group side chain attached to the penicillin structure. It is a penicillin derivative that inhibits bacterial cell-wall synthesis (peptidoglycan cross-linking) by inactivating transpeptidases on the inner surface of the bacterial cell membrane.

• Inactivated by beta-lactamases; therefore, a beta-lactamase inhibitor should be considered when using ampicillin
• Antimicrobial spectrum: gram-negative and gram-positive bacteria.
• 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
• Bactericidal only to growing E. coli. Inhibits cell wall synthesis via cleavage of β-lactam ring of ampicillin by β-lactamase

Specifications

Chemical Identifiers

• CAS: 7177-48-2
• Molecular Formula: C16H25N3O7S
• Molecular Weight (g/mol): 403.45
• InChI Key: RXDALBZNGVATNY-CWLIKTDRSA-N
• Synonym: Aminobenzylpenicillin trihydrate, alpha-Aminobenzylpenicillin trihydrate ;D[-]-α-Aminobenzylpenicillin, 6-[D(-)-α-Aminophenylacetamido]penicillanic acid
• PubChem CID: 23565
• ChEBI: CHEBI:31209
• IUPAC Name: (2S,5R,6R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;trihydrate
• SMILES: CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)N)C(=O)O)C.O.O.O

• Physical Form: Powder
• Melting Point: 198°C to 200°C (literature)
• Concentration: Working Concentration: 100mg/liter for both gram positive and gram negative bacteria. It is typically stable in media at 37°C for approximately 3 days.
• Quantity: 25 g
• Solubility Information: Soluble in 1M Ammonium Hydroxide (50mg/mL), dilute acids (50mg/mL 1M HCl) or bases; slightly soluble in water (10mg/mL); practically insoluble in alcohol, chloroform, ether and fixed oils.
• Formula Weight: 403.46

Safety and Handling

Recommended Storage

Store at +4°C.