A5354

Ampicillin sodium salt

Ready Made Solution, 100 mg/mL

• Synonym(s): Aminobenzylpenicillin, Ampicillin, D-(−)-α-Aminobenzylpenicillin sodium salt
• Empirical Formula (Hill Notation): C₁₆H₁₈N₃NaO₄S
• CAS Number: 69-52-3
• Molecular Weight: 371.39
• UNSPSC Code: 51280000
• NACRES: NA.76
• Beilstein/REAXYS Number: 4119211
• MDL number: MFCD00064313

Properties

• biological source: microbial
• Quality Level: 200
• form: liquid, ready-to-use solution
• autoignition temp.: 301 °C
• storage condition: (Tightly closed. Keep locked up or in an area accessible only to qualified or authorized )
• concentration: 100 mg/mL
• color: colorless to light yellow
• mp: 215 °C (dec.) (lit.)
• solubility: DMSO: 100 mg/mL
• suitability: suitable (for antibacterial use in culture media)
• antibiotic activity spectrum: Gram-negative bacteria, Gram-positive bacteria
• mode of action: cell wall synthesis | interferes
• shipped in: dry ice
• storage temp.: −20°C
• SMILES string: CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)N)C(=O)[O-])C.[Na+], [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, a member of the extended-spectrum β-lactam family, is a semisynthetic derivative of penicillin widely employed as a versatile broad-spectrum antibiotic. Its mechanism of action involves inhibiting bacterial cell wall synthesis by binding to penicillin-binding proteins (PBPs), disrupting the crucial peptidoglycan synthesis process essential for bacterial cell wall formation. This antibiotic exhibits efficacy against a diverse range of bacteria, including Gram-positive and Gram-negative strains like E. coli, β-lactam sensitive vancomycin-resistant Enterococcus (VRE), Staphylococcus aureus, and Streptococcus pneumoniae.In scientific research, ampicillin assumes a pivotal role, particularly in microbiological, biochemical, and cell biology investigations. Its application in laboratories extends to the exploration of antibiotic resistance and penetration limitations, the study of synergistic interactions among multiple antibiotics, and serving as a vital component for selecting and maintaining recombinant plasmids in E. coli. Ampicillin in a convenient ready-to-use 100 mg/mL in DMSO solution is useful in the selection of bacteria cells with specific resistance.

Chemical structure: β-lactam

Application

Ampicillin is used to select bacteria cells with specific resistance during general microbiology studies. It is used to study antibiotic resistance and penetration limitations, the synergy between multiple antibiotics, certain bloodstream infections, and has been used to develop PCR assays to detect resistance genes in cerebrospinal fluid .

Biochem/physiol Actions

Mode of Action: This is a β-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 β-lactamase cleaves the β-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.

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.

Other Notes

For additional information on our range of Biochemicals, please complete this form.

Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefullyresealed and kept upright to prevent leakage.

Safety Information

• pictograms: GHS08
• signalword: Danger
• hcodes: H317,H334
• pcodes: P261 - P272 - P280 - P284 - P302 + P352 - P333 + P313
• Hazard Classifications: Resp. Sens. 1 - Skin Sens. 1
• Storage Class: 10 - Combustible liquids
• flash_point_f: 188.6 °F - closed cup
• flash_point_c: 87 °C - closed cup
• ppe: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter