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Antibiotic
Thiolutin
Другие языки:

    Thiolutin

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    Thiolutin
    Skeletal formula of thiolutin
    Space-filling model of the thiolutin molecule
    Clinical data
    Other names N-(8-methyl-7-oxo-3,4-dithia-8-azabicyclo[3.3.0]octa-1,5-dien-6-yl)acetamide, farcinicin, propiopyvothine, acetopyrrothine
    ATC code
    • none
    Identifiers
    • N-(4-methyl-5-oxo-4,5-dihydro[1,2]dithiolo[4,3-b]pyrrol-6-yl)acetamide
    CAS Number
    PubChem CID
    ChemSpider
    UNII
    ChEBI
    ChEMBL
    CompTox Dashboard (EPA)
    ECHA InfoCard 100.163.691
    Chemical and physical data
    Formula C8H8N2O2S2
    Molar mass 228.28 g·mol−1
    3D model (JSmol)
    • O=C(NC/2=C/1\SS\C=C\1N(C\2=O)C)C
    • InChI=1S/C8H8N2O2S2/c1-4(11)9-6-7-5(3-13-14-7)10(2)8(6)12/h3H,1-2H3,(H,9,11) checkY
    • Key:MHMRAFONCSQAIA-UHFFFAOYSA-N checkY
     ☒NcheckY (what is this?)  (verify)

    Thiolutin is a sulfur-containing antibiotic, which is a potent inhibitor of bacterial and yeast RNA polymerases. It was found to inhibit in vitro RNA synthesis directed by all three yeast RNA polymerases (I, II, and III). Thiolutin is also an inhibitor of mannan and glucan formation in Saccharomyces cerevisiae and used for the analysis of mRNA stability. Studies have shown that thiolutin inhibits adhesion of human umbilical vein endothelial cells (HUVECs) to vitronectin and thus suppresses tumor cell-induced angiogenesis in vivo.

    Thiolutin is formed in submerged fermentation by several strains of Streptomycetes luteosporeus. Some sources erroneously specify "aureothricin" as a synonym of thiolutin. Aureothricin is an antibiotic very similar to thiolutin, and is created as a by-product during the thiolutin fermentation.


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