A selective inhibitor of fatty acid biosynthesis
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Platensimycin

Item No. 15507

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-[[3-[(1S,3S,4S,9S)-1,4,5,8,9,9aR-hexahydro-3,9-dimethyl-8-oxo-3H-1,4:3,5aS-dimethano-2-benzoxepin-9-yl]-1-oxopropyl]amino]-2,4-dihydroxy-benzoic acid
CAS Number
835876-32-9
Synonyms
  • PTM
Molecular Formula
C24H27NO7
Formula Weight
441.5
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: SolubleDMF: SolubleDMSO: SolubleDMSO: SolubleEthanol: SolubleEthanol: SolubleMethanol: SolubleMethanol: Soluble
SMILES
O=C(O)C1=C(O)C(NC(CC[C@@]2(C)[C@@]([C@](O3)([H])C[C@]([H])(C4)[C@]3(C)C5)([H])[C@]54C=CC2=O)=O)=C(O)C=C1
InChi Code
InChI=1S/C24H27NO7/c1-22(7-6-17(28)25-18-14(26)4-3-13(19(18)29)21(30)31)16(27)5-8-24-10-12-9-15(20(22)24)32-23(12,2)11-24/h3-5,8,12,15,20,26,29H,6-7,9-11H2,1-2H3,(H,25,28)(H,30,31)/t12-,15+,20+,22-,23+,24+/m1/s1
InChi Key
CSOMAHTTWTVBFL-OFBLZTNGSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    250 µg

    $382

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    1 mg

    $1,374

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    Cayman Chemical
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Platensimycin (PTM) is an antibiotic produced by S. platensis that inhibits Gram-positve bacteria by selectively inhibiting cellular lipid biosynthesis (IC50 = 0.1 μM).1 It targets the β-ketoacyl-acyl-carrier-protein synthase I/II, FabF/B, an enzyme that participates in the biosynthesis of fatty acids (IC50s = 48 and 160 nM for S. aureus and E. coli enzymes, respectively).1 By specifically targeting fatty acid synthesis in bacteria, PTM is thought to be a promising agent for overcoming antibiotic resistance.2 PTM is also a selective inhibitor of the mammalian fatty acid synthase and has been shown to reduce liver triglyceride levels and to improve insulin sensitivity in a diabetic mouse model after an oral dose of 30 mg/kg.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wang, J., Soisson, S.M., Young, K., et al. Platensimycin is a selective FabF inhibitor with potent antibiotic properties. Nature 441(7091), 358-361 (2006).

    2. 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).

    3. Wu, M., Singh, S.B., Wang, J., et al. Antidiabetic and antisteatotic effects of the selective fatty acid synthase (FAS) inhibitor platensimycin in mouse models of diabetes. Proc. Natl. Acad. Sci. USA 108(13), 5378-5383 (2011).