A8351

Ampicilline sodium salt

BioXtra, suitable for cell culture

• Synonyme(s) : D-(−)-α-aminobenzylpénicilline sodium salt
• Formule empirique (notation de Hill) : C₁₆H₁₈N₃NaO₄S
• Numéro CAS: 69-52-3
• Poids moléculaire : 371.39
• UNSPSC Code: 51281716
• NACRES: NA.76
• PubChem Substance ID: 24891335
• EC Number: 200-708-1
• Beilstein/REAXYS Number: 4119211
• MDL number: MFCD00064313

Propriétés

• 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

Description

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

Mode d'action : antibiotique de type bêta-lactamine qui inhibe la synthèse de la paroi cellulaire chez les bactéries en inactivant les transpeptidases situées sur la face interne de la membrane cellulaire.

Mode de résistance : les bêta-lactamases clivent le cycle bêta-lactame de l'ampicilline, la rendant inactive.

Spectre antimicrobien : agit sur les bactéries à Gram positif (activité comparable à la benzylpénicilline) et à Gram négatif (activité comparable aux tétracyclines et au chloramphénicol).

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.

Informations sur la sécurité

• pictograms: GHS08
• signalword: Danger
• hcodes: H317,H334
• pcodes: P261 - P272 - P280 - P284 - P302 + P352 - P333 + P313
• Hazard Classifications: Resp. Sens. 1A - Skin Sens. 1A
• Classe de stockage: 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