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A9518

Sigma-Aldrich

Ampicillin sodium salt

Synonym(s):

D-(−)-α-Aminobenzylpenicillin sodium salt

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About This Item

Empirical Formula (Hill Notation):
C16H18N3NaO4S
CAS Number:
69-52-3
Molecular Weight:
371.39
Beilstein:
4119211
EC Number:
200-708-1
MDL number:
MFCD00064313
UNSPSC Code:
12352107
PubChem Substance ID:
24891463
NACRES:
NA.76

biological source

synthetic (chemical)

Quality Level

200

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.

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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Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H317,H334

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

Regulatory Information

监管及禁止进口产品

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Certificates of Analysis (COA)

Lot/Batch Number
0000384413
0000370740
0000329422
0000327720
0000308100

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. What is the solubility of Product A9518, Ampicillin sodium salt?

    This product is soluble in water at a concentration of 50 mg/mL, producing a clear, colorless to faint yellow solution.  

  3. Is Ampicillin product stable in solution?

    We recommend using freshly prepared solutions. A concentrated solution of sodium ampicillin in water (approximately 330 mg/mL) may be expected to lose about 10% potency in 20 hours at -20°C.

  4. How do I use Ampicllin in agar plates?

    For plates, add ampicillin to autoclaved media cooled to 48°C, to a final concentration of 35-50 μg/mL. Pour the plates, and allow them to cool completely. Plates may be stored at 2-8°C for up to only 1-2 weeks before use.

  5. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  6. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  7. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  8. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

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