A9518

Ampicillin sodium salt

• Synonym(s): D-(−)-α-Aminobenzylpenicillin sodium salt
• Empirical Formula (Hill Notation): C₁₆H₁₈N₃NaO₄S
• CAS Number: 69-52-3
• Molecular Weight: 371.39
• Beilstein: 4119211
• EC Number: 200-708-1
• MDL number: MFCD00064313
• UNSPSC Code: 12352107
• PubChem Substance ID: 24891463
• NACRES: NA.76

Properties

• biological source: synthetic (chemical)
• Quality Level: 200
• form: powder
• storage condition: (Tightly closed. Dry. Keep locked up or in an area accessible only to qualified or authorized )
• color: white to off-white
• mp: 215 °C (dec.) (lit.)
• solubility: water: 50 g/L
• antibiotic activity spectrum: Gram-negative bacteria; Gram-positive bacteria
• application(s): agriculture
• Mode of action: cell wall synthesis | interferes
• storage temp.: 2-8°C
• SMILES string: [Na+].CC1(C)SC2[C@H](NC(=O)[C@H](N)c3ccccc3)C(=O)N2[C@H]1C([O-])=O
• InChI: 1S/C16H19N3O4S.Na/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8;/h3-7,9-11,14H,17H2,1-2H3,(H,18,20)(H,22,23);/q;+1/p-1/t9-,10-,11+,14-;/m1./s1
• InChI key: KLOHDWPABZXLGI-YWUHCJSESA-M

Description

General description

Ampicillin sodium salt is a member of the extended-spectrum β-lactam family and a semisynthetic derivative of penicillin that functions as a broad-spectrum antibiotic. It is a β-lactam antibiotic that inhibits bacterial cell-wall synthesis by binding to penicillin-binding proteins (PBPs), thereby inhibiting peptidoglycan synthesis, a critical component of the bacterial cell wall. Ampicillin sodium salt is active against a wide range of Gram-positive and Gram-negative bacteria, including E. coli, β-lactam-sensitive VRE, vancomycin-resistant Enterococcus species, Staphylococcus aureus, and Streptococcus pneumoniae. It is commonly used in research laboratories to study antibiotic resistance and penetration limitations, the synergy between multiple antibiotics, and the selection and maintenance of recombinant plasmids in E. coli.

Application

Ampicillin sodium salt has been used:

• to select for ampicillin resistance in mutated and transformed cells

Biochem/physiol Actions

Mode of Action: This is a ß-lactam antibiotic that inhibits bacterial cell-wall synthesis by inactivating transpeptidases on the inner surface of the bacterial cell membrane.

Mode of Resistance: Administration with ß-lactamase cleaves the ß-lactam ring of Ampicillin and inactivates it.

Antimicrobial Spectrum: Includes both gram-positive (similar to benzylpenicillin) and gram-negative bacteria (similar to tetracyclines and chloramphenicol.

Features and Benefits

• High-quality antibiotic suitable for multiple research applications
• Ideal for Cell Biology and Biochemical research.

Caution

This product has been reported stable as supplied at 25°C at 43% and 81% relative humidity for six weeks. Additional studies have shown that the stability of Ampicillin in solution is a function of pH, temperature and the identity of the buffer. It′s activity is quickly lost when stored above pH 7. Optimal storage conditions are suggested as 2-8°C, and pH 3.8-5 where its activity was retained at 90%+ for a week.

Preparation Note

Ampicillin is reported as slightly soluble in water, practically insoluble in alcohol, chloroform, ether and fixed oils but soluble in dilute acids or bases. The solution should not be autoclaved; a stock solution should be sterilized through filtration and stored frozen, where it will be stable for months.

Other Notes

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Keep container tightly closed in a dry and well-ventilated place. Storage class (TRGS 510): Non Combustible Solids

Safety Information

• Pictograms: GHS08
• Signal Word: Danger
• Hazard Statements: H317 - H334
• Precautionary Statements: P261 - P272 - P280 - P284 - P302 + P352 - P333 + P313
• Hazard Classifications: Resp. Sens. 1A - Skin Sens. 1A
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves