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528244 Platensimycin, Streptomyces sp. - CAS 835876-32-9 - Calbiochem

A cell-permeable Streptomyces-derived antibiotic that exhibits broad-spectrum Gram-positive antibacterial activity by selectively targeting the elongation condensing enzyme FabF.

Platensimycin, Streptomyces sp. - CAS 835876-32-9 - Calbiochem MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.
528244
  
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Overview

Replacement Information

Key Spec Table

CAS #Empirical Formula
835876-32-9C₂₄H₂₇NO₇
Description
OverviewA cell-permeable Streptomyces-derived antibiotic that exhibits broad-spectrum Gram-positive antibacterial activity by selectively targeting the elongation condensing enzyme FabF (IC50 = 48 and 160 nM against S. aureus and E. coli FabF, respectively), but not the initiation condensing enzyme FabH (IC50 = 67 µM), involved in type II fatty acid synthesis (FASII). Binding studies indicate that acyl-FabF intermediate complex formation induces a FabF conformation change that is necessary for Platensimycin interaction. Platensimycin effectively kills numerous Staphylococcus aureus, Enterococcus faecium, and Streptococcus pneumoniae strains, including the ones that are resistant to methicillin and vancomycin (Cat. No. 627850). Platensimycin does not exhibit antifungal activity towards Candida albicans (no effect at 64 µg/ml) or toxicity toward mammalian HeLa culture (no effect at 1000 µg/ml) and is efficacious in treating S. aureus infection in mice in vivo (~105-fold bacteria titre reduction via a 24 h i.v. at 150 µg h-1). Although Platensimycin is ineffective toward wild-type E. coli due to the presence of functional multidrug efflux pump (no effect at 64 µg/ml), Platensimycin does inhibit the growth of efflux-negative E. coli strains. Platensimycin has been shown to potently and selectively inhibit hepatocyte FAS and fatty acid oxidation (FAO), without affecting sterol synthesis. Platensimycin is also known as Fatty Acid Synthase Inhibitor III.
Catalogue Number528244
Brand Family Calbiochem®
References
ReferencesWu, M., et al. 2011. Proc. Natl. Acad. Sci. USA in press.
Wang, J., et al. 2007. Proc. Natl. Acad. Sci. USA 104, 7612.
Singh, S.B., et al. 2006. J. Am. Chem. Soc. 128, 11916.
Wang, J., et al. 2006. Nature 441, 358.
Product Information
CAS number835876-32-9
FormTan solid
Hill FormulaC₂₄H₂₇NO₇
Chemical formulaC₂₄H₂₇NO₇
Structure formula ImageStructure formula Image
Quality LevelMQ100
Applications
Biological Information
Purity≥93% by HPLC
Physicochemical Information
Dimensions
Materials Information
Toxicological Information
Safety Information according to GHS
Safety Information
R PhraseR: 20/21/22

Harmful by inhalation, in contact with skin and if swallowed.
S PhraseS: 22-36/37/39-45

Do not breathe dust.
Wear suitable protective clothing, gloves and eye/face protection.
In case of accident or if you feel unwell, seek medical advice immediately (show the label where possible).
Product Usage Statements
Storage and Shipping Information
Ship Code Shipped with Blue Ice or with Dry Ice
Toxicity Harmful
Storage -20°C
Protect from Light Protect from light
Do not freeze Ok to freeze
Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 1 month at -20°C.
Packaging Information
Transport Information
Supplemental Information
Specifications
Global Trade Item Number
Catalogue Number GTIN
528244 0

Documentation

Platensimycin, Streptomyces sp. - CAS 835876-32-9 - Calbiochem MSDS

Title

Safety Data Sheet (SDS) 

Platensimycin, Streptomyces sp. - CAS 835876-32-9 - Calbiochem Certificates of Analysis

TitleLot Number
528244

References

Reference overview
Wu, M., et al. 2011. Proc. Natl. Acad. Sci. USA in press.
Wang, J., et al. 2007. Proc. Natl. Acad. Sci. USA 104, 7612.
Singh, S.B., et al. 2006. J. Am. Chem. Soc. 128, 11916.
Wang, J., et al. 2006. Nature 441, 358.
Data Sheet

Note that this data sheet is not lot-specific and is representative of the current specifications for this product. Please consult the vial label and the certificate of analysis for information on specific lots. Also note that shipping conditions may differ from storage conditions.

Revision17-December-2018 JSW
DescriptionA cell-permeable Streptomyces-derived antibiotic that exhibits broad-spectrum Gram-positive antibacterial activity by selectively targeting the elongation condensing enzyme FabF (IC50 = 48 and 160 nM against S. aureus and E. coli FabF, respectively), but not the initiation condensing enzyme FabH (IC50 = 67 µM), involved in type II fatty acid synthesis (FASII). Binding studies indicate that acyl-FabF intermediate complex formation induces a FabF conformation change that is necessary for Platensimycin interaction. Platensimycin effectively kills numerous Staphylococcus aureus, Enterococcus faecium, and Streptococcus pneumoniae strains, including the ones that are resistant to methicillin and vancomycin (Cat. No. 627850). Platensimycin does not exhibit antifungal activity towards Candida albicans (no effect at 64 µg/ml) or toxicity toward mammalian HeLa culture (no effect at 1000 µg/ml) and is efficacious in treating S. aureus infection in mice in vivo (~105-fold bacteria titre reduction via a 24 h i.v. at 150 µg h-1). Although Platensimycin is ineffective toward wild-type E. coli due to the presence of functional multidrug efflux pump (no effect at 64 µg/ml), Platensimycin does inhibit the growth of efflux-negative E. coli strains.
FormTan solid
CAS number835876-32-9
Chemical formulaC₂₄H₂₇NO₇
Structure formulaStructure formula
Purity≥93% by HPLC
SolubilityDMSO (20 mg/ml) or Ethanol (20 mg/ml)
Storage Protect from light
-20°C
Do Not Freeze Ok to freeze
Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 1 month at -20°C.
Toxicity Harmful
ReferencesWu, M., et al. 2011. Proc. Natl. Acad. Sci. USA in press.
Wang, J., et al. 2007. Proc. Natl. Acad. Sci. USA 104, 7612.
Singh, S.B., et al. 2006. J. Am. Chem. Soc. 128, 11916.
Wang, J., et al. 2006. Nature 441, 358.