A broad spectrum Gram-positive antibiotic
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Platencin

Item No. 13264

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-[[3-[(2S,8S)-1,3,4,7,8,8aR-hexahydro-8-methyl-3-methylene-7-oxo-2H-2,4aS-ethanon-aphthalen-8-yl]-1-oxopropyl]amino]-2,4-dihydroxy-benzoic acid
CAS Number
869898-86-2
Molecular Formula
C24H27NO6
Formula Weight
425.5
Purity
≥99%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: solubleDMSO: solubleEthanol: solubleMethanol: soluble
λmax
233 nm
SMILES
O=C1C=C[C@@](CC([C@]2([H])C3)=C)(CC2)[C@]3([H])[C@]1(C)CCC(NC4=C(O)C(C(O)=O)=CC=C4O)=O
InChi Code
InChI=1S/C24H27NO6/c1-13-12-24-9-5-14(13)11-17(24)23(2,18(27)6-10-24)8-7-19(28)25-20-16(26)4-3-15(21(20)29)22(30)31/h3-4,6,10,14,17,26,29H,1,5,7-9,11-12H2,2H3,(H,25,28)(H,30,31)/t14-,17-,23-,24+/m0/s1
InChi Key
DWUHGPPFFABTIY-RLWZQHMASA-N
Origin
Bacterium/Streptomyces sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Platencin is a natural, broad spectrum Gram-positive antibiotic isolated from S. platensis, which is also the source of platensimycin (Item No. 15507).1 Platencin inhibits two key enzymes in bacterial fatty acid synthesis, β-ketoacyl-ACP synthases II and III (FabF and FabH, respectively), unlike platensimycin which only targets FabF.1 The IC50 values for platencin against FabF and FabH are 1.95 and 3.91 μg/ml, respectively.1 It does not exhibit cross-resistance to antibiotic resistant bacterial strains, including methicillin-resistant S. aureus, vancomycin-intermediate S. aureus, and vancomycin-resistant Enterococci.1 For these reasons, platencin has potential applications in fighting antibiotic resistant bacteria.2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wang, J., Kodali, S., Lee, S.H., et al. Discovery of platencin, a dual FabF and FabH inhibitor with in vivo antibiotic properties. Proc. Natl. Acad. Sci. USA 104(18), 7612-7616 (2007).

    2. Martens, E., and Demain, A.L. Platensimycin and platencin: Promising antibiotics for future application in human medicine. J. Antibiot. (Tokyo) 64(11), 705-710 (2011).

    3. Allahverdiyev, A.M., Bagirova, M., Abamor, E.S., et al. The use of platensimycin and platencin to fight antibiotic resistance. Infect. Drug Resist. 6, 99-114 (2013).