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P0025

Sigma-Aldrich

Platensimycin

≥90% (HPLC), from Streptomyces platensis

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About This Item

Formula empirica (notazione di Hill):
C24H27NO7
Numero CAS:
Peso molecolare:
441.47
Codice UNSPSC:
51101500
ID PubChem:

Origine biologica

Streptomyces platensis

Saggio

≥90% (HPLC)

Forma fisica

solid

Colore

white to beige

Solubilità

DMSO: 1 mg/mL, clear, colorless

Spettro attività antibiotica

Gram-negative bacteria
Gram-positive bacteria

Modalità d’azione

enzyme | inhibits

Temperatura di conservazione

−20°C

Stringa SMILE

O=C1C=C[C@]2(C[H])[C@H]3CC[C@@](O3)([H])C2C1CCC(CNC4=C(O)C=CC(C(O)=O)=C4O)=O

InChI

1S/C22H25NO7/c1-22-9-8-14(25)12(18(22)16-6-7-17(22)30-16)3-2-11(24)10-23-19-15(26)5-4-13(20(19)27)21(28)29/h4-5,8-9,12,16-18,23,26-27H,2-3,6-7,10H2,1H3,(H,28,29)/t12?,16-,17+,18?,22+/m0/s1
IGBNLKVUOHQLTO-MBQNLBDGSA-N

Applicazioni

Platensimycin (PTM) is a broad-spectrum antibiotic produced by LStreptomyces platensis. Platensimycin is used to inhibit lipid biosynthesis. It is used in diabetes research and to study the potential treatment of metabolic disorders.

Azioni biochim/fisiol

Demonstrates no cross-resistance to other antibiotic-resistant bacteria, including MRSA (methicillin-resistant Staphylococcus aureus).
Mode of action: Selectively inhibits lipid biosynthesis by targeting FabF/B within the fatty acid synthesis pathway.
Antimicrobial spectrum: Gram-positive bacteria.
Platensimycin selectively inhibits the elongation-condensing enzymes FabF/B of the fatty acid biosynthesis pathway in bacteria. PTM is a potent and highly selective inhibitor of mammalian fatty acid synthase. Platensimycin specifically inhibits fatty acid synthesis but not sterol synthesis in rat primary hepatocytes. It is thought that the thiol group of FabF Cys163 may be activated through the dipole moment of helix N-α-3 which lowers the pKa. It does not demonstrate cross-resistance to other antibiotic-resistant bacteria, including MRSA (methicillin-resistant Staphylococcus aureus). It is active against Gram-positive bacteria.

Altre note

Keep container tightly closed in a dry and well-ventilated place.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable


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Membrane permeability is a desired property in drug design, but there have been difficulties in quantifying the direct drug partitioning into native membranes. Platensimycin (PL) is a new promising antibiotic whose biosynthetic production is costly. Six dialkylamine analogs of PL

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