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Key Documents

A5354

Sigma-Aldrich

Ampicillin

Ready Made Solution, 100 mg/mL, 0.2 μm filtered

Synonym(s):

Aminobenzylpenicillin

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About This Item

UNSPSC Code:
51280000
NACRES:
NA.76

biological source

microbial

Quality Level

sterility

0.2 μm filtered

form

liquid

autoignition temp.

301 °C

storage condition

(Tightly closed. Keep locked up or in an area accessible only to qualified or authorized )

concentration

100 mg/mL

color

colorless to light yellow

solubility

DMSO: 100 mg/mL

suitability

suitable (for antibacterial use in culture media)

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

Mode of action

cell wall synthesis | interferes

shipped in

dry ice

storage temp.

−20°C

SMILES string

CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)N)C(=O)[O-])C.[Na+]

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

General description

Ampicillin, a member of the extended-spectrum β-lactam family, is a semisynthetic derivative of penicillin widely employed as a versatile broad-spectrum antibiotic. Its mechanism of action involves inhibiting bacterial cell wall synthesis by binding to penicillin-binding proteins (PBPs), disrupting the crucial peptidoglycan synthesis process essential for bacterial cell wall formation. This antibiotic exhibits efficacy against a diverse range of bacteria, including Gram-positive and Gram-negative strains like E. coli, β-lactam sensitive vancomycin-resistant Enterococcus (VRE), Staphylococcus aureus, and Streptococcus pneumoniae.In scientific research, ampicillin assumes a pivotal role, particularly in microbiological, biochemical, and cell biology investigations. Its application in laboratories extends to the exploration of antibiotic resistance and penetration limitations, the study of synergistic interactions among multiple antibiotics, and serving as a vital component for selecting and maintaining recombinant plasmids in E. coli. Ampicillin in a convenient ready-to-use 100 mg/mL in DMSO solution is useful in the selection of bacteria cells with specific resistance.
Chemical structure: ß-lactam

Application

Ampicillin is used to select bacteria cells with specific resistance during general microbiology studies. It is 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.

Features and Benefits

  • High-quality antibiotic suitable for multiple research applications
  • Ideal for Cell Biology and Biochemical research.

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. Containers which are opened must be carefullyresealed and kept upright to prevent leakage.

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Pictograms

Health hazard

Signal Word

Danger

Hazard Statements

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

188.6 °F - closed cup

Flash Point(C)

87 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Rebecca I Waltner-Toews et al.
Antimicrobial agents and chemotherapy, 55(2), 495-501 (2010-12-08)
Ampicillin-sulbactam is commonly used as an empirical therapy for invasive infections where Escherichia coli is a potential pathogen. We evaluated the clinical and microbiologic characteristics of bloodstream infection due to E. coli, with focus on cases that were nonsusceptible to
F C Tenover et al.
Journal of clinical microbiology, 32(11), 2729-2737 (1994-11-01)
We developed PCR primers specific for the blaTEM and blaROB ampicillin resistance genes. The specificity of the primers was confirmed by testing a series of Escherichia coli isolates containing a variety of ampicillin resistance genes and a series of ampicillin-resistant
J N Anderl et al.
Antimicrobial agents and chemotherapy, 44(7), 1818-1824 (2000-06-20)
The penetration of two antibiotics, ampicillin and ciprofloxacin, through biofilms developed in an in vitro model system was investigated. The susceptibilities of biofilms and corresponding freely suspended bacteria to killing by the antibiotics were also measured. Biofilms of Klebsiella pneumoniae
Kenneth H Rand et al.
The Journal of antimicrobial chemotherapy, 53(3), 530-532 (2004-02-14)
We used a novel screening method to look for synergy between daptomycin and 18 other antibiotics against 19 strains of high-level vancomycin-resistant enterococci (VRE) (vancomycin MIC > or = 256 mg/L). In this approach, daptomycin was incorporated into Ca(2+)-supplemented Mueller-Hinton
Maria Chiara Lionetti et al.
Journal of clinical medicine, 9(8) (2020-08-14)
Melanoma is one of the most aggressive and highly resistant tumors. Cell plasticity in melanoma is one of the main culprits behind its metastatic capabilities. The detailed molecular mechanisms controlling melanoma plasticity are still not completely understood. Here we combine

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