Ampicillin sodium salt, Thermo Scientific Chemicals

Description

Ampicillin sodium salt, CAS # 69-52-3, is the sodium salt form of ampicillin, a semisynthetic derivative of aminopenicillin compound that shows antibacterial activity against both gram-positive and gram-negative bacteria.

Ampicillin sodium salt is a reagent for transformed cells expressing beta-lactamase. It acts as a structural analogue of acyl-D-alanyl-D-alanine, acylates the transpeptidase enzyme and prevents the cross-linking of the peptidoglycan of the cell wall necessary for the growth of the bacterium.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

General Description

• Ampicillin sodium salt is a semi-synthetic derivative of penicillin with a broad-spectrum antibacterial activity against several species, including Bacillus subtilis, Staphylococcus aureus, Escherichia coli, and Ralstonia solanacearum

• It can inhibit bacterial cell wall synthesis by binding to penicillin-binding proteins, inhibiting peptidoglycan synthesis, which is an essential component of the bacterial cell wall

Application

• Ampicillin sodium salt has been used as a reagent for transformed cells that express β-lactamase

• It can be used to select for ampicillin resistance in mutated and transformed cells

• Ampicillin sodium salt acts as a structural analog of acyl-D-alanyl-D-alanine, acylates the transpeptidase enzyme preventing the cross-linking of the cell wall peptidoglycan, which is necessary for the growth of the bacterium

Specifications

Chemical Identifiers

• CAS: 69-52-3
• Molecular Formula: C16H21N3NaO4S
• Molecular Weight (g/mol): 374.411
• MDL Number: MFCD00064313
• InChI Key: BSFVNXCYXDYHOD-ZQDFAFASSA-N
• PubChem CID: 131673879
• 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;molecular hydrogen;sodium
• SMILES: [HH].CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)N)C(=O)O)C.[Na]

• Type: Ampicillin Sodium Salt
• Physical Form: Powder
• Melting Point: 215°C
• Beilstein: 4119211
• Merck Index: 14,586
• Solubility Information: Freely soluble in water; Sparingly soluble in acetone
• Formula Weight: 371.39
• Color: White
• Quantity: 5 g
• Chemical Name or Material: Ampicillin sodium salt

Safety and Handling

Hazard Category	H317-H334
Hazard Statement	GHS H Statement H334-H317 May cause allergy or asthma symptoms or breathing difficulties if inhaled. May cause an allergic skin reaction.
Precautionary Statement	P260-P271-P272-P280g-P285-P302+P352-P304+P340-P314-P333+P313-P342+P311-P363-P501c
EINECSNumber	200-708-1
RTECSNumber	XH8400000
TSCA	No
Recommended Storage	Keep cold

SDS

RUO – Research Use Only