Skip to Content
Merck
All Photos(1)

Documents

28221

Sigma-Aldrich

Oxacillin sodium salt

815-950 μg/mg (Oxacillin)

Synonym(s):

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

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C19H18N3NaO5S
CAS Number:
Molecular Weight:
423.42
Beilstein:
4098179
EC Number:
MDL number:
UNSPSC Code:
51283505
PubChem Substance ID:
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

Looking for similar products? Visit Product Comparison Guide

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 Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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
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
Xin-Ming Liu et al.
Pharmaceutical research, 29(11), 3169-3179 (2012-06-27)
To develop novel biomineral-binding liposomes (BBL) for the prevention of orthopedic implant associated osteomyelitis. A biomineral-binding lipid, alendronate-tri(ethyleneglycol)-cholesterol conjugate (ALN-TEG-Chol), was synthesized through Cu(I)-catalyzed Huisgen 1,3-dipolar cycloaddition (a versatile click reaction). Mixing with other excipients, the new lipid was used

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service