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835876-32-9

PlatensiMycin is a novel, broad-spectrum, Gram-positive antibiotic produced by strains of Streptomyces platensis. It was discovered through a target-based, whole-cell screening strategy using an antisense differential sensitivity assay, which is based on the inhibition of fatty acid synthesis. PlatensiMycin inhibits bacterial growth by selectively targeting the elongation enzyme, b-ketoacyl acyl carrier protein synthase (FabF) of the fatty acid synthesis pathway.
Used in Pharmaceutical Industry:
PlatensiMycin is used as a broad-spectrum Gram-positive antibiotic for treating bacterial infections caused by Gram-positive bacteria. Its selective inhibition of the elongation enzyme FabF makes it an effective treatment option for combating antibiotic-resistant strains.

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  • 835876-32-9 Structure

  • Basic information

    1. Product Name: PlatensiMycin
    2. Synonyms: PlatensiMycin
    3. CAS NO:835876-32-9
    4. Molecular Formula: C24H27NO7
    5. Molecular Weight: 441.47368
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 835876-32-9.mol

  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: white to beige/
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: ?20°C
    8. Solubility: DMSO: soluble1mg/mL, clear, colorless
    9. CAS DataBase Reference: PlatensiMycin(CAS DataBase Reference)
    10. NIST Chemistry Reference: PlatensiMycin(835876-32-9)
    11. EPA Substance Registry System: PlatensiMycin(835876-32-9)

  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 835876-32-9(Hazardous Substances Data)

835876-32-9 Usage

Enzyme inhibitor

This thiol-reactive Streptomyces platensis-derived antibiotic (FW = 438.50 g/mol; CAS 835876-32-9), also named 3-[[3-[(1R,3R,4R,5aR,9R,9aS)- 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-dihydroxybenzoic acid, inhibits Staphylococcus aureus b-ketoacyl-[acyl-carrier-protein] synthase II, or FabF (IC50 = 290 nM). This enzyme, which allows bacteria to produce the fatty acids needed for making cell membranes, is thus a uniquely druggable prokaryotic target. Platensimycin has potent, broad-spectrum Gram-positive activity in vitro and exhibits no cross-resistance to other key antibiotic-resistant bacteria including Methicillin-resistant Staphylococcus aureus (MRSA), vancomycin-intermediate S. aureus, vancomycin-resistant Enterococci, as well as linezolid-resistant and macrolide-resistant pathogens. Platencin is a more potent analogue of Platensimycin. While effective in vivo when continuously administered, its efficacy is reduced when administered by more conventional means. Mechanism of Action: The Cys163 within the FabF active site is activated through the dipole moment of helix N-a-3, lowering its pKa, also increasing its nucleophilicity by the stabilizing effects of FabF’s catalytically required oxyanion hole. Interestingly, the crystal structure complex with platensimycin employed a C163Q mutant which gave a 50-fold increase in apparent binding.

Check Digit Verification of cas no

The CAS Registry Mumber 835876-32-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 8,3,5,8,7 and 6 respectively; the second part has 2 digits, 3 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 835876-32:
(8*8)+(7*3)+(6*5)+(5*8)+(4*7)+(3*6)+(2*3)+(1*2)=209
209 % 10 = 9
So 835876-32-9 is a valid CAS Registry Number.

835876-32-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name platensimycin

1.2 Other means of identification

Product number -
Other names PLATENSIMYCIN

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:835876-32-9 SDS

835876-32-9Downstream Products

835876-32-9Related news

In vivo instability of PlatensiMycin (cas 835876-32-9) and platencin: Synthesis and biological evaluation of urea- and carbamate-PlatensiMycin (cas 835876-32-9)07/16/2019

Platensimycin (PTM) and platencin (PTN), two natural products and promising drug leads that target bacterial and mammalian fatty acid synthases, are known to have unfavorable pharmacokinetic properties. It is not clear, however, what the metabolic fates of PTM and PTN are and no efforts have bee...detailed

Antibacterial sulfur-containing PlatensiMycin (cas 835876-32-9) and platencin congeners from Streptomyces platensis SB1202907/15/2019

The platensimycin (PTM) and platencin (PTN) class of natural products are promising drug leads that target bacterial and mammalian fatty acid synthases. Natural congeners and synthetic analogues of PTM and PTN have been instrumental in determining their structure–activity relationships, with on...detailed

835876-32-9Relevant articles and documents

Novel Platensimycin Derivatives, Their Intermediates, and Process for Preparing the Same, and New Process for Preparing Platensimycin

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Page/Page column 24, (2011/02/25)

The present invention relates to novel platensimycin derivatives, their intermediates and preparing methods of the same. Platensimycin is known as an effective antibiotic material having a broad antimicrobial spectrum and its derivatives are also expected to be effective antibiotic candidates. The present invention also relates to a novel preparing method of platensimycin. The intermediates used for the production of platensimycin and its derivatives of the present invention are tricyclo ketone derivatives and tetracyclo derivatives. Tetracyclo derivatives are prepared from tricyclo ketone derivatives prepared by carbonyl ylide [3+2] cycloaddition of dia-zoketone derivative.

NOVEL PLATENSIMYCIN DERIVATIVES, THEIR INTERMEDIATES, AND PROCESS FOR PREPARARING THE SAME, AND NEW PROCESS FOR PREPARING PLATENSIMYCIN

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Page/Page column 38; 40, (2009/11/29)

The present invention relates to novel platensimycin derivatives, their intermediates and preparing methods of the same. Platensimycin is known as an effective antibiotic material having a broad antimicrobial spectrum and its derivatives are also expected to be effective antibiotic candidates. The present invention also relates to a novel preparing method of platensimycin. The intermediates used for the production of platensimycin and its derivatives of the present invention are tricyclo ketone derivatives and tetracyclo derivatives. Tetracyclo derivatives are prepared from tricyclo ketone derivatives prepared by carbonyl ylide [3+2] cycloaddition of dia- zoketone derivative

Total synthesis of (-)-platensimycin, a novel antibacterial agent

Ghosh, Arun K.,Xi, Kai

experimental part, p. 1163 - 1170 (2009/08/15)

An enantioselective synthesis of platensimycin, a novel antibiotic natural product that inhibits bacterial β-ketoacyl-(acyl-carrier-protein) synthase (FabF), is described. Our synthetic strategy for the construction of the oxatetracyclic core involved an

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