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Thiolutin

SIGMA/T3450 - from Streptomyces luteosporeus, ≥95% (HPLC)

Synonym: Farcinicin; N-(4,5-Dihydro-4-methyl-5-oxo-1,2-dithiolo[4,3-b]pyrrol-6-yl); Propiopyvothine

CAS Number: 87-11-6
Empirical Formula (Hill Notation): C8H8N2O2S2
Molecular Weight: 228.29
MDL Number: MFCD07370147
Linear Formula: C8H8N2O2S2
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-T3450-1MG 1 mg
$394.00
1/EA
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antibiotic activity spectrum fungi
assay ≥95% (HPLC)
biological source Streptomyces luteosporeus
form solid
InChI 1S/C9H10N2O2S2/c1-3-6(12)10-7-8-5(4-14-15-8)11(2)9(7)13/h4H,3H2,1-2H3,(H,10,12)
InChI key UGZYFXMSMFMTSM-UHFFFAOYSA-N
mode of action enzyme | inhibits
Quality Level 200 
shipped in wet ice
SMILES string CCC(=O)NC1=C2SSC=C2N(C)C1=O
solubility DMSO: 0.90 - 1.10 mg/ml, clear, yellow
storage temp. −20°C
Application: Thiolutin has been used as a polymerase II inhibitor:
• to study its effects on yeast cells to calculate transcript half-life
• to study its effects on transcription during germination in budding yeast
• to study its effects on cell adhesion in zebrafish

Biochem/physiol Actions: 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.
Packaging: 1 mg in glass bottle
Preparation Note: Thiolutin dissolves in DMSO at 0.90 - 1.10 mg/ml to yield a clear, yellow solution.
Symbol GHS06  GHS06
Signal word Danger
Hazard statements H300
Precautionary statements P264 - P301 + P310
Hazard Codes T+
Risk Statements 28
Safety Statements 45
RIDADR UN 2811 6.1 / PGII
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥95% (HPLC)
Storage Temp. −20°C
UNSPSC 12352200

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