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Merck

A5354

Ampicillin sodium salt

Ready Made Solution, 100 mg/mL

동의어(들):

Aminobenzylpenicillin, Ampicillin, D-(−)-α-Aminobenzylpenicillin sodium salt

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제품정보 (DICE 배송 시 비용 별도)

실험식(Hill 표기법):
C16H18N3NaO4S
CAS 번호:
Molecular Weight:
371.39
UNSPSC Code:
51280000
NACRES:
NA.76
Beilstein/REAXYS Number:
4119211
MDL number:
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biological source

microbial

Quality Level

form

liquid, ready-to-use solution

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

mp

215 °C (dec.) (lit.)

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+], [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, 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: β-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.
Mode of Action: This is a β-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 β-lactamase cleaves the β-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.

pictograms

Health hazard

signalword

Danger

hcodes

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

저장 등급

10 - Combustible liquids

flash_point_f

188.6 °F - closed cup

flash_point_c

87 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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시험 성적서(COA)

Lot/Batch Number

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이 제품을 이미 가지고 계십니까?

문서 라이브러리에서 최근에 구매한 제품에 대한 문서를 찾아보세요.

문서 라이브러리 방문

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
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
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
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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