Pleuromulin

Pleuromulin Basic information
Product Name:Pleuromulin
Synonyms:PLEUROMULIN;PLEUROMUTILIN;a4014c;antibioticbc757;bc757;drosopholinb;glycolicacid,8-esterwithoctahydro-5,8-dihydroxy-4,6,9,10-tetramethyl-6-viny;l-3a,9-propano-3ah-cyclopentacycloocten-1(4h)-one
CAS:125-65-5
MF:C22H34O5
MW:378.5
EINECS:204-747-5
Product Categories:Intermediates & Fine Chemicals;Pharmaceuticals
Mol File:125-65-5.mol
Pleuromulin Structure
Pleuromulin Chemical Properties
Melting point 170-1710C
alpha D24 +20° (c = 3 in abs ethanol)
Boiling point 482.8±45.0 °C(Predicted)
density 1.15±0.1 g/cm3(Predicted)
storage temp. -20°C Freezer
solubility DMSO: >10mg/mL (warmed)
pka12.91±0.10(Predicted)
form powder
color white to beige
optical activity[α]/D +30 to +40° (c=1; CH2Cl2)
InChIKeyYSBXUHAJXRCCET-BKUNHTPHSA-N
Safety Information
WGK Germany 3
RTECS MC5408000
ToxicityLD50 in mice: >60 mg/kg (Kavanagh, 1952)
Pleuromulin Usage And Synthesis
DescriptionPleuromutilin is an antibiotic derived from the fungus Clitopilus that inhibits bacterial protein synthesis by binding to bacterial ribosomes in the peptidyl transferase component of the 50S subunit and inhibiting peptide bond formation.
Chemical PropertiesPleuromulin is Crystalline Solid
UsesPleuromutilin is a diterpene produced by several species of basidomycete, notably the genus Pleurotus, discovered in 1951. Pleuromutilin is a potent and highly selective antibiotic active against a range of Gram positive bacteria, with no cross resistance to existing antibiotic classes due to its unique mode of action. Pleuromutilin inhibits protein synthesis by binding to domain V of 23S rRNA and this has led to the development of many semi-synthetic analogues as new generation antibiotics, such as tiamulin and retapamulin.
Pleuromutilins such as tiamulin and valnemulin have been used for some time in veterinary medicine to treat swine infections. More recently a semisynthetic pleuromutilin, retapamulin, has been introduced as a topical treatment for Gram-positive infections in humans. Pleuromutilins inhibit the peptidyl transferase activity of the bacterial 50S ribosomal subunit by binding to the A site.
UsesAntibiotic substance produced by the basidiomycetes Pleurotus mutilus.
references[1]. kilaru s, collins cm, hartley aj, et al. establishing molecular tools for genetic manipulation of the pleuromutilin-producing fungus clitopilus passeckerianus. appl environ microbiol. 2009 nov;75(22):7196-204.
[2]. long ks, hansen lh, jakobsen l, et al. interaction of pleuromutilin derivatives with the ribosomal peptidyl transferase center. antimicrob agents chemother. 2006 apr;50(4):1458-62.
Pleuromulin Preparation Products And Raw materials
Roxithromycin Amoxicillin Ceftiofur sodium Tilmicosin Ofloxacin Tiamulin Tylosin Enrofloxacin Colistin sulfate Doxycycline Florfenicol Tiamulin fumarate Pleuromulin CYCLOUNDECANONE VINYLCYCLOOCTANE 2-Iso-butylcyclopentanone CHLOROPHOSPHONAZO III

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