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Key Documents

F0756

Sigma-Aldrich

Fusidic acid

Synonym(s):

Ramycin

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About This Item

Empirical Formula (Hill Notation):
C31H48O6
CAS Number:
Molecular Weight:
516.71
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.77

Quality Level

storage temp.

2-8°C

SMILES string

[H][C@@]12CC[C@@]3(C)[C@@]([H])([C@H](O)C[C@@]4([H])\C([C@H](C[C@]34C)OC(C)=O)=C(/CC\C=C(\C)C)C(O)=O)[C@@]1(C)CC[C@@H](O)[C@H]2C

InChI

1S/C31H48O6/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)/b26-20-/t18-,21-,22-,23+,24+,25-,27-,29-,30-,31-/m0/s1

InChI key

IECPWNUMDGFDKC-MZJAQBGESA-N

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Application

Fusidic acid has been used:
  • as a standard in thin-layer chromatography (TLC)-densitometric method
  • to study its ability to bind to human serum albumin
  • as an antibiotic in combination with tannic acid to determine minimum inhibitory concentrations (MIC) in methicillin-resistant Staphylococcus aureus (MRSA)

Biochem/physiol Actions

Fusidic acid is a tetracyclic triterpenoid with antibiotic activity against Gram-positive bacteria. It is derived from Fusidium coccineum. It shows its activity against anaerobes, corynebacterial, Nocardia, and Neisseria species. Fusidic acid exhibits therapeutic effects against Staphylococcal infections, skin infections.
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.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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Jade Bojkovic et al.
Journal of bacteriology, 198(4), 731-741 (2015-12-17)
Lipid A on the Gram-negative outer membrane (OM) is synthesized in the cytoplasm by the Lpx pathway and translocated to the OM by the Lpt pathway. Some Acinetobacter baumannii strains can tolerate the complete loss of lipopolysaccharide (LPS) resulting from
Tannic acid as phytochemical potentiator for antibiotic resistance adaptation
Myint K, et al.
APCBEE procedia, 7, 175-181 (2013)
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
Samuel E Gilchrist et al.
Molecular pharmaceutics, 9(5), 1489-1501 (2012-04-10)
The purpose of this study was to characterize the phase separation behavior of fusidic acid (FA) and rifampicin (RIF) in poly(d,l-lactic acid-co-glycolic acid) (PLGA) using a model microsphere formulation. To accomplish this, microspheres containing 20% FA with 0%, 5%, 10%
Anna C Shore et al.
Antimicrobial agents and chemotherapy, 56(10), 5340-5355 (2012-08-08)
One hundred seventy-five isolates representative of methicillin-resistant Staphylococcus aureus (MRSA) clones that predominated in Irish hospitals between 1971 and 2004 and that previously underwent multilocus sequence typing (MLST) and staphylococcal cassette chromosome mec (SCCmec) typing were characterized by spa typing

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