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F0881

Sigma-Aldrich

Fusidic acid sodium salt

≥98% (TLC)

Synonym(s):

Fucidin

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About This Item

Linear Formula:
C31H47O6Na
CAS Number:
751-94-0
Molecular Weight:
538.69
EC Number:
212-030-3
MDL number:
MFCD09054714
UNSPSC Code:
12352106
PubChem Substance ID:
24278430
NACRES:
NA.77

Assay

≥98% (TLC)

solubility

H2O: soluble

antibiotic activity spectrum

neoplastics

Mode of action

protein synthesis | interferes

storage temp.

2-8°C

SMILES string

[Na+].C[C@@H]1[C@H](O)CC[C@@]2(C)C1CC[C@@]3(C)C2[C@H](O)CC4\C([C@H](C[C@]34C)OC(C)=O)=C(/CC\C=C(\C)C)C([O-])=O

InChI

1S/C31H48O6.Na/c1-17(2)9-8-10-20(28(35)36)26-22-15-24(34)27-29(5)13-12-23(33)18(3)21(29)11-14-30(27,6)31(22,7)16-25(26)37-19(4)32;/h9,18,21-25,27,33-34H,8,10-16H2,1-7H3,(H,35,36);/q;+1/p-1/b26-20-;/t18-,21-,22-,23+,24+,25-,27-,29-,30-,31-;/m0./s1

InChI key

HJHVQCXHVMGZNC-JCJNLNMISA-M

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General description

Fusidic acid is an antibiotic substance, resembling the structure of a steroid. It belongs to the class of fusidanes.

Application

Fusidic acid sodium salt has been used to study the effects of three-drug combinations on the growth rate of a bacterium, wild-type Escherichia coli. It is also used to study the in vitro susceptibility of dog-derived European methicillin-resistant Staphylococcus pseudintermedius and Staphylococcus aureus strains and their methicillin-susceptible counterparts.

Biochem/physiol Actions

Fusidic acid possesses antimicrobial action against skin pathogens. It is highly specific to Staphylococcus aureus. It is therefore used for treating infected traumatic wounds, folliculitis, furunculosis, impetigo, erythrasma and abscesses.
Suppresses nitric oxide lysis of pancreatic islet cells. Inhibits protein synthesis in prokaryotes by inhibiting the ribosome-dependent activity of G factor and translocation of peptidyl-tRNA.

Features and Benefits

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P301 + P312 + P330

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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’.

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Fusidic acid in dermatology
British Journal of Dermatology, 37-40 (1998)
Enhanced identification of synergistic and antagonistic emergent interactions among three or more drugs
<BIG>Tekin E, et al.</BIG>
Journal of the Royal Society, Interface / the Royal Society, 20160332-20160332 (2016)
Susceptibility in vitro of canine methicillin-resistant and-susceptible staphylococcal isolates to fusidic acid, chlorhexidine and miconazole: opportunities for topical therapy of canine superficial pyoderma
<BIG>Clark SM, et al. </BIG>
The Journal of Antimicrobial Chemotherapy, 2048-2052 (2015)
Maria Selmer et al.
Acta crystallographica. Section D, Biological crystallography, 68(Pt 5), 578-583 (2012-04-25)
Crystallographic studies of the ribosome have provided molecular details of protein synthesis. However, the crystallization of functional complexes of ribosomes with GTPase translation factors proved to be elusive for a decade after the first ribosome structures were determined. Analysis of
Ravi Kiran Koripella et al.
The Journal of biological chemistry, 287(36), 30257-30267 (2012-07-07)
Antibiotic resistance in bacteria is often associated with fitness loss, which is compensated by secondary mutations. Fusidic acid (FA), an antibiotic used against pathogenic bacteria Staphylococcus aureus, locks elongation factor-G (EF-G) to the ribosome after GTP hydrolysis. To clarify the
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