Merck
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A0166

Sigma-Aldrich

Ampicillin sodium salt

powder or crystals, BioReagent, suitable for cell culture

Synonym(s):
D-(−)-α-Aminobenzylpenicillin sodium salt
Empirical Formula (Hill Notation):
C16H18N3NaO4S
CAS Number:
Molecular Weight:
371.39
Beilstein:
4119211
Numéro EC:
Numéro MDL:
ID de substance PubChem:
NACRES:
NA.76

Source biologique

synthetic

Niveau de qualité

200

Gamme de produits

BioReagent

Forme

powder or crystals

Puissance

845-988 μg per mg (C16H18N3O4S, Calculated on the anhydrous basis)

technique(s)

cell culture | mammalian: suitable

Couleur

white to off-white

Pf

215 °C (dec.) (lit.)

Solubilité

H2O: 50 mg/mL (Stock solutions should be stored at −20 °C.)

Spectre d'activité de l'antibiotique

Gram-negative bacteria
Gram-positive bacteria

Mode d’action

cell wall synthesis | interferes

Temp. de stockage

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

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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.

Recommended for antibacterial use in cell culture media at 100 mg/L.
Recommended for use in ampicillin-resistance studies at 20-125 μg/ml.

Actions biochimiques/physiologiques

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.

Conditionnement

5g, 25g, 100g

Attention

This product has been reported stable as supplied at 25°C at 43% and 81% relative humidity for six weeks. It is stable at 37°C for three days. 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. Keep in a dry place.

Pictograms

Health hazard

Mention d'avertissement

Danger

Mentions de danger

Conseils de prudence

Classification des risques

Resp. Sens. 1 - Skin Sens. 1

Code de la classe de stockage

13 - Non Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Point d'éclair C

Not applicable

Équipement de protection individuelle

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

Certificate of Analysis

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Certificate of Origin

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