A9518
Ampicillin sodium salt
Synonym(s):
D-(−)-α-Aminobenzylpenicillin sodium salt
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About This Item
Empirical Formula (Hill Notation):
C16H18N3NaO4S
CAS Number:
Molecular Weight:
371.39
Beilstein:
4119211
EC Number:
MDL number:
UNSPSC Code:
12352107
PubChem Substance ID:
NACRES:
NA.76
Recommended Products
biological source
synthetic (chemical)
Quality Level
form
powder
color
white to off-white
mp
215 °C (dec.) (lit.)
solubility
water: 50 g/L
antibiotic activity spectrum
Gram-negative bacteria
Gram-positive bacteria
application(s)
agriculture
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
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General description
Ampicillin sodium salt is a member of the extended-spectrum β-lactam family and a semisynthetic derivative of penicillin that functions as a broad-spectrum antibiotic. It is a β-lactam antibiotic that inhibits bacterial cell-wall synthesis by binding to penicillin-binding proteins (PBPs), thereby inhibiting peptidoglycan synthesis, a critical component of the bacterial cell wall. Ampicillin sodium salt is active against a wide range of Gram-positive and Gram-negative bacteria, including E. coli, β-lactam-sensitive VRE, vancomycin-resistant Enterococcus species, Staphylococcus aureus, and Streptococcus pneumoniae. It is commonly used in research laboratories to study antibiotic resistance and penetration limitations, the synergy between multiple antibiotics, and the selection and maintenance of recombinant plasmids in E. coli.
Application
Ampicillin sodium salt has been used:
- to select for ampicillin resistance in mutated and transformed cells
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.
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.
Features and Benefits
- High-quality antibiotic suitable for multiple research applications
- Ideal for Cell Biology and Biochemical research.
Caution
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.
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.
Storage and Stability
Tightly closed. Dry. Keep locked up or in an area accessible only to qualified or authorized
Other Notes
For additional information on our range of Biochemicals, please complete this form.
Keep container tightly closed in a dry and well-ventilated place. Storage class (TRGS 510): Non Combustible Solids
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Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Resp. Sens. 1A - Skin Sens. 1A
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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