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Key Documents

A8351

Sigma-Aldrich

Ampicilline sodium salt

BioXtra, suitable for cell culture

Synonyme(s) :

D-(−)-α-aminobenzylpénicilline sodium salt

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About This Item

Formule empirique (notation de Hill):
C16H18N3NaO4S
Numéro CAS:
Poids moléculaire :
371.39
Numéro Beilstein :
4119211
Numéro CE :
Numéro MDL:
Code UNSPSC :
51281716
ID de substance PubChem :
Nomenclature NACRES :
NA.76

Gamme de produits

BioXtra

Niveau de qualité

Forme

powder

Technique(s)

cell culture | mammalian: suitable

Impuretés

endotoxin, tested

Couleur

white to off-white

Pf

215 °C (dec.) (lit.)

Spectre d'activité de l'antibiotique

Gram-negative bacteria
Gram-positive bacteria

Mode d’action

cell wall synthesis | interferes

Température de stockage

2-8°C

Chaîne SMILES 

[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

Clé InChI

KLOHDWPABZXLGI-YWUHCJSESA-M

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Description générale

Chemical structure: ß-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.

Actions biochimiques/physiologiques

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).

Attention

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.

Notes préparatoires

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.

Autres remarques

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

Pictogrammes

Health hazard

Mention d'avertissement

Danger

Mentions de danger

Classification des risques

Resp. Sens. 1A - Skin Sens. 1A

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


Certificats d'analyse (COA)

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