Platensimycin

Modify Date: 2024-01-02 20:53:25

Platensimycin Structure
Platensimycin structure
Common Name Platensimycin
CAS Number 835876-32-9 Molecular Weight 441.474
Density 1.5±0.1 g/cm3 Boiling Point 683.1±55.0 °C at 760 mmHg
Molecular Formula C24H27NO7 Melting Point N/A
MSDS Chinese USA Flash Point 366.9±31.5 °C

 Use of Platensimycin


Platensimycin is an antibiotic produced by S. platensis that inhibits gram-positive bacteria by selectively inhibiting cellular lipid biosynthesis (IC50=0.1 μM). Platensimycin targets the β-ketoacyl-acyl-carrier-protein synthase I/II, FabF/B, an enzyme that participates in the biosynthesis of fatty acids (IC50s=48 nM and 160 nM for S.aureus and E.coli enzymes, respectively). Platensimycin is a promising agent for overcoming antibiotic resistance.

 Names

Name platensimycin
Synonym More Synonyms

 Platensimycin Biological Activity

Description Platensimycin is an antibiotic produced by S. platensis that inhibits gram-positive bacteria by selectively inhibiting cellular lipid biosynthesis (IC50=0.1 μM). Platensimycin targets the β-ketoacyl-acyl-carrier-protein synthase I/II, FabF/B, an enzyme that participates in the biosynthesis of fatty acids (IC50s=48 nM and 160 nM for S.aureus and E.coli enzymes, respectively). Platensimycin is a promising agent for overcoming antibiotic resistance.
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 Chemical & Physical Properties

Density 1.5±0.1 g/cm3
Boiling Point 683.1±55.0 °C at 760 mmHg
Molecular Formula C24H27NO7
Molecular Weight 441.474
Flash Point 366.9±31.5 °C
Exact Mass 441.178741
PSA 136.65000
LogP 3.00
Vapour Pressure 0.0±2.2 mmHg at 25°C
Index of Refraction 1.670

 Safety Information

RIDADR NONH for all modes of transport

 Articles5

More Articles
FabH mutations confer resistance to FabF-directed antibiotics in Staphylococcus aureus.

Antimicrob. Agents Chemother. 59(2) , 849-58, (2015)

Delineating the mechanisms for genetically acquired antibiotic resistance is a robust approach to target validation and anticipates the evolution of clinical drug resistance. This study defines a spec...

Acyl-CoA synthetase 3 promotes lipid droplet biogenesis in ER microdomains.

J. Cell Biol. 203(6) , 985-1001, (2013)

Control of lipid droplet (LD) nucleation and copy number are critical, yet poorly understood, processes. We use model peptides that shift from the endoplasmic reticulum (ER) to LDs in response to fatt...

Antidiabetic and antisteatotic effects of the selective fatty acid synthase (FAS) inhibitor platensimycin in mouse models of diabetes.

Proc. Natl. Acad. Sci. U. S. A. 108 , 5378-5383, (2011)

Platensimycin (PTM) is a recently discovered broad-spectrum antibiotic produced by Streptomyces platensis. It acts by selectively inhibiting the elongation-condensing enzyme FabF of the fatty acid bio...

 Synonyms

Benzoic acid, 3-[[3-[(1S,3S,4S,5aS,9S,9aR)-1,4,5,8,9,9a-hexahydro-3,9-dimethyl-8-oxo-3H-1,4:3,5a-dimethano-2-benzoxepin-9-yl]-1-oxopropyl]amino]-2,4-dihydroxy-
3-({3-[(1S,4aS,6S,7S,9S,9aR)-1,6-dimethyl-2-oxo-1,2,5,6,7,8,9,9a-octahydro-6,9-epoxy-4a,7-methanobenzo[7]annulen-1-yl]propanoyl}amino)-2,4-dihydroxybenzoic acid
Platensimycin
3-({3-[(1S,5S,6R,7S,9S,10S)-5,9-Dimethyl-4-oxo-8-oxatetracyclo[7.2.1.1.0]tridec-2-en-5-yl]propanoyl}amino)-2,4-dihydroxybenzoic acid
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