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28221

Sigma-Aldrich

Oxacillin sodium salt

815-950 μg/mg (Oxacillin)

Synonyma:

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

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About This Item

Empirický vzorec (Hillův zápis):
C19H18N3NaO5S
Číslo CAS:
1173-88-2
Molekulová hmotnost:
423.42
Beilstein/REAXYS Number:
4098179
EC Number:
214-636-3
MDL number:
MFCD00082382
UNSPSC Code:
51283505
PubChem Substance ID:
57648295
NACRES:
NA.85

biological source

synthetic

form

powder

concentration

815-950 μg/mg (Oxacillin)

color

white to off-white

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

mode of action

cell wall synthesis | interferes

storage temp.

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

InChI key

VDUVBBMAXXHEQP-ZTRPPZFVSA-M

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General description

Chemical structure: ß-lactam

Application

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

Biochem/physiol Actions

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

Packaging

1g, 5g

Other Notes

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Osvědčení o analýze (COA)

Lot/Batch Number
0000375913
0000375913
0000336867
0000232992
0000232991

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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
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
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
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
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
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