A8351

Ampicillin Natriumsalz

BioXtra, suitable for cell culture

• Synonym(e): D-(−)-α-Aminobenzylpenicillin Natriumsalz
• Empirische Formel (Hill-System): C₁₆H₁₈N₃NaO₄S
• CAS-Nummer: 69-52-3
• Molekulargewicht: 371.39
• UNSPSC Code: 51281716
• NACRES: NA.76
• PubChem Substance ID: 24891335
• EC Number: 200-708-1
• Beilstein/REAXYS Number: 4119211
• MDL number: MFCD00064313

Eigenschaften

• product line: BioXtra
• Quality Segment: 200
• form: powder
• technique(s): cell culture | mammalian: suitable
• impurities: endotoxin, tested
• color: white to off-white
• mp: 215 °C (dec.) (lit.)
• antibiotic activity spectrum: Gram-negative bacteria, Gram-positive bacteria
• 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

Beschreibung

General description

Chemical structure: β-lactam

Application

Ampicillin is a semi-synthetic derivative of penicillin that functions as a broad-spectrum antibiotic. It has been 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

Wirkungsweise: Dieses Produkt ist ein β-Lactam-Antibiotikum, das die Zellwandsynthese von Bakterien hemmt, indem es Transpeptidasen auf der Innenoberfläche der Zellmembran der Bakterien deaktiviert.

Wirkungsweise der Resistenz: Die Verabreichung zusammen mit β-Lactamase spaltet den β-Lactam-Ring von Ampicillin und deaktiviert ihn.

Antimikrobielles Spektrum: Enthält sowohl grampositive (Benzylpenicillin-ähnliche) wie auch gramnegative (Tetracyclin- und Chloramphenicol-ähnliche) Bakterien.

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

Keep container tightly closed in a dry and well-ventilated place, hygroscopic.

Disclaimer

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.

Sicherheitshinweise

• pictograms: GHS08
• signalword: Danger
• hcodes: H317,H334
• pcodes: P261 - P272 - P280 - P284 - P302 + P352 - P333 + P313
• Hazard Classifications: Resp. Sens. 1A - Skin Sens. 1A
• Lagerklasse: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Faceshields, Gloves