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Ampicillin sodium salt

SIGMA/A8351 - BioXtra, suitable for cell culture

Synonym: D-(−)-α-Aminobenzylpenicillin sodium salt

CAS Number: 69-52-3
Empirical Formula (Hill Notation): C16H18N3NaO4S
Molecular Weight: 371.39
EC Number: 200-708-1
MDL Number: MFCD00064313
Linear Formula: C16H18N3NaO4S
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-A8351-5G 5 g
$95.50
1/EA
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45-A8351-25G 25 g
$381.00
1/EA
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antibiotic activity spectrum Gram-negative bacteria
  Gram-positive bacteria
color white to off-white
form powder
impurities endotoxin, tested
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
mode of action cell wall synthesis | interferes
mp 215 °C (dec.) (lit.)
product line BioXtra
Quality Level 200 
SMILES string [Na+].CC1(C)SC2[C@H](NC(=O)[C@H](N)c3ccccc3)C(=O)N2[C@H]1C([O-])=O
storage temp. 2-8°C
technique(s) cell culture | mammalian: suitable
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 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.
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.
General description: Chemical structure: ß-lactam
Other Notes: Keep container tightly closed in a dry and well-ventilated place, hygroscopic.
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.
Symbol GHS08  GHS08
Signal word Danger
Hazard statements H317 - H334
Precautionary statements P261 - P280 - P342 + P311
Hazard Codes Xn
Risk Statements 42/43
Safety Statements 22-36/37-45
RIDADR NONH for all modes of transport
WGK Germany WGK 2
Flash Point(F) Not applicable
Flash Point(C) Not applicable
mp 215 °C (dec.) (lit.)
Storage Temp. 2-8°C
UNSPSC 51281716

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