Ampicillin sodium salt, Thermo Scientific™

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.

Brand:  Thermo Scientific Alfa Aesar J63807.09

Product Code. 15475979

Description

This Thermo Scientific 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.

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

Chemical Identifiers

• CAS: 69-52-3
• Molecular Weight (g/mol): 374.411
• InChI Key: BSFVNXCYXDYHOD-ZQDFAFASSA-N
• 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

• Molecular Formula: C16H21N3NaO4S
• MDL Number: MFCD00064313
• PubChem CID: 131673879
• SMILES: [HH].CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)N)C(=O)O)C.[Na]

Specifications

• CAS: 69-52-3
• Quantity: 10g
• MDL Number: MFCD00064313
• Merck Index: 14,586
• InChI Key: BSFVNXCYXDYHOD-ZQDFAFASSA-N
• 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
• PubChem CID: 131673879
• Chemical Name or Material: Ampicillin sodium salt

• Color: White
• Molecular Formula: C16H21N3NaO4S
• Beilstein: 4119211
• Solubility Information: Freely soluble in water; Sparingly soluble in acetone
• SMILES: [HH].CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)N)C(=O)O)C.[Na]
• Molecular Weight (g/mol): 374.411
• Formula Weight: 371.39

Safety and Handling

Product Identifier

• Ampicillin sodium salt

Signal Word

• Danger

Hazard Category

• Respiratory sensitiser Category 1
• Skin sensitiser Category 1

Hazard Statement

• H317-May cause an allergic skin reaction.
• H334-May cause allergy or asthma symptoms or breathing difficulties if inhaled.

Precautionary Statement

• P280-Wear protective gloves/protective clothing/eye protection/face protection.
• P284-¢In case of inadequate ventilation! wear respiratory protection.
• P302+P352-IF ON SKIN: Wash with plenty of water/soap.
• P304+P340-IF INHALED: Remove person to fresh air and keep comfortable for breathing.
• P333+P313-If skin irritation or rash occurs: Get medical advice/attention.
• P342+P311-If experiencing respiratory symptoms: Call a POISON CENTER/doctor/ .

Supplemental information

• MIXTURE LIST-Contains : Ampicillin sodium salt