An internal standard for the quantification of fusidic acid
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Unlabeled Version(s)
14825Fusidic Acid (sodium salt)
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Fusidic Acid-d6

Item No. 29994

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(Z)-2-((3R,4S,5S,8S,9S,10S,11R,13R,14S,16S)-16-acetoxy-3,11-dihydroxy-4,8,10,14-tetramethylhexadecahydro-17H-cyclopenta[a]phenanthren-17-ylidene)-6-(methyl-d3)hept-5-enoic-7,7,7-d3 acid
Molecular Formula
C31H42D6O6
Formula Weight
522.8
Purity
≥99% deuterated forms (d1-d6)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: Sparingly solubleMethanol: Soluble
SMILES
O[C@@H]1CC[C@@]2(C)[C@](CC[C@@]3(C)[C@@]2([H])[C@H](O)C[C@]4([H])[C@]3(C)C[C@H](OC(C)=O)/C4=C(C(O)=O)/CC/C=C(C([2H])([2H])[2H])/C([2H])([2H])[2H])([H])[C@@H]1C
InChi Code
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/i1D3,2D3
InChi Key
IECPWNUMDGFDKC-CUNJLYJJSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $1,061

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    Product Description

    Fusidic acid-d6 is intended for use as an internal standard for the quantification of fusidic acid (Item No. 14825) by GC- or LC-MS. Fusidic acid is a fusidane antibiotic originally isolated from F. coccineum.1 It is active against the Gram-positive bacteria S. aureus, S. pyogenes, C. diphtheriae, B. subtilis, and C. tetani (MIC50s = 0.01-20 µg/ml) but not the Gram-negative bacteria E. coli, S. typhimurium, and P. vulgaris or the fungi C. albicans and A. fumigatus (MIC50s = >100 µg/ml for all).2 Fusidic acid inhibits ribosomal recycling and protein translocation, processes mediated by elongation factor G (EF-G), in isolated E. coli ribosomes (IC50s = ~0.1 and ~200 µM, respectively).3 Topical administration of fusidic acid (2%) reduces the number of skin colony forming units (CFUs) and levels of TNF-α and IL-6 in a mouse model of methicillin-resistant S. aureus (MRSA) skin wound infection.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Verbist, L. The antimicrobial activity of fusidic acid. J. Antimicrob. Chemother. 25(Suppl. B), 1-5 (1990).

    2. Godtfredsen, W.O., Jahnsen, S., Lorck, H., et al. Fusidic acid: A new antibiotic. Nature 193, 987 (1962).

    3. Savelsbergh, A., Rodnina, M.V., and Wintermeyer, W. Distinct functions of elongation factor G in ribosome recycling and translocation. RNA 15(5), 772-780 (2009).

    4. Mohamed, M.F., and Seleem, M.N. Efficacy of short novel antimicrobial and anti-inflammatory peptides in a mouse model of methicillin-resistant Staphylococcus aureus (MRSA) skin infection. Drug Des. Devel. Ther. 8, 1979-1983 (2014).