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Sigma-Aldrich

Oxacillin Natriumsalz

815-950 μg/mg (Oxacillin)

Synonym(e):

Sodium 5-methyl-3-phenyl-4-isoxazolyl penicillin

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About This Item

Empirische Formel (Hill-System):
C19H18N3NaO5S
CAS-Nummer:
1173-88-2
Molekulargewicht:
423.42
Beilstein:
4098179
EG-Nummer:
214-636-3
MDL-Nummer:
MFCD00082382
UNSPSC-Code:
51283505
PubChem Substanz-ID:
57648295
NACRES:
NA.85

Biologische Quelle

synthetic

Qualitätsniveau

200

Form

powder

Konzentration

815-950 μg/mg (Oxacillin)

Farbe

white to off-white

Wirkungsspektrum von Antibiotika

Gram-negative bacteria
Gram-positive bacteria

Wirkungsweise

cell wall synthesis | interferes

Lagertemp.

2-8°C

SMILES String

[Na+].Cc1onc(-c2ccccc2)c1C(=O)N[C@H]3C4SC(C)(C)[C@@H](N4C3=O)C([O-])=O

InChI

1S/C19H19N3O5S.Na/c1-9-11(12(21-27-9)10-7-5-4-6-8-10)15(23)20-13-16(24)22-14(18(25)26)19(2,3)28-17(13)22;/h4-8,13-14,17H,1-3H3,(H,20,23)(H,25,26);/q;+1/p-1/t13-,14+,17?;/m1./s1

InChIKey

VDUVBBMAXXHEQP-ZTRPPZFVSA-M

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Allgemeine Beschreibung

Chemical structure: ß-lactam

Anwendung

Oxacillin is used to study mechanisms of penicillinase resistance and antimicrobial susceptibility . It has been used to study autolysins

Biochem./physiol. Wirkung

Oxacillin inhibits bacterial cell wall biosynthesis at the level of transpeptidation (PBP) of peptidoglycan. Used to study mechanisms of penicillinase resistance.

Verpackung

1g, 5g

Sonstige Hinweise

Keep container tightly closed in a dry and well-ventilated place.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 2

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Analysenzertifikate (COA)

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G K Best et al.
Antimicrobial agents and chemotherapy, 6(6), 825-830 (1974-12-01)
A comparison of the autolytic enzyme activity in Staphylococcus aureus strains that differ markedly in their rates of lysis and killing after exposure to oxacillin has been made. Log-phase cells of the clinical isolate that is tolerant to oxacillin inhibition
Mark A T Blaskovich et al.
Scientific reports, 9(1), 14658-14658 (2019-10-12)
Acne is a common skin affliction that involves excess sebum production and modified lipid composition, duct blockage, colonization by bacteria, and inflammation. Acne drugs target one or more of these steps, with antibiotics commonly used to treat the microbial infection
Daniel G Lloyd et al.
Antimicrobial agents and chemotherapy, 65(1) (2020-10-14)
Bacterial pathogens are rapidly evolving resistance to all clinically available antibiotics. One part of the solution to this complex issue is to better understand the resistance mechanisms to new and existing antibiotics. Here, we focus on two antibiotics. Teixobactin is
Sinisa Bratulic et al.
Nature communications, 8, 15410-15410 (2017-05-20)
Phenotypic mutations are amino acid changes caused by mistranslation. How phenotypic mutations affect the adaptive evolution of new protein functions is unknown. Here we evolve the antibiotic resistance protein TEM-1 towards resistance on the antibiotic cefotaxime in an Escherichia coli
M B Huang et al.
Journal of clinical microbiology, 31(10), 2683-2688 (1993-10-01)
The need to add NaCl to agar media to ensure accuracy of results when testing staphylococci with oxacillin was investigated. The results of four antimicrobial susceptibility testing methods (agar and broth dilution, E test, and disk diffusion) in which the
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