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Thiolutin

Thiolutin

Product ID T2834
Cas No. 87-11-6
Purity ≥98%
Product Unit SizeCostQuantityStock
1 mg $87.60 In stock
5 mg $288.10 In stock
10 mg $506.80 In stock
Bulk Quote

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  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Custom Order

Description

Thiolutin is a dithiolopyrrolone antibiotic synthesized by Streptomyces. Thiolutin displays broad spectrum antibacterial activity as well as some antifungal and anti-angiogenic activities. Thiolutin inhibits bacterial and yeast RNA polymerase, preventing RNA synthesis or transcription. Thiolutin also inhibits mRNA degradation. In vitro, this compound modulates HSP27 interactions to decrease actin stress fiber and F-actin levels and to increase cortical actin levels, resulting in inhibition of endothelial cell adhesion. Additionally, thiolutin decreases levels of paxillin and prevents endothelial cell adhesion in other in vitro models, inhibiting angiogenesis in S-180 tumor cells.

Product Info

Cas No.

87-11-6

Purity

≥98%

Formula

C8H8N2O2S2

Formula Wt.

228.29

IUPAC Name

N-(4-methyl-5-oxodithiolo[4,3-b]pyrrol-6-yl)acetamide

Synonym

Acetopyrrothin; Farcinicin

Melting Point

147-148°C

Solubility

Dichloromethane or Methanol, DMSO

Appearance

Yellow powder

Shipping and Storage

Store Temp

4°C

Ship Temp

Ambient

Downloads

MSDS

T2834 MSDS PDF

Info Sheet

T2834 Info Sheet PDF

References

Qin Z, Huang S, Yu Y, et al. Dithiolopyrrolone natural products: isolation, synthesis and biosynthesis. Mar Drugs. 2013 Oct 17;11(10):3970-97. PMID: 24141227.

Jia Y, Wu SL, Isenberg JS, et al. Thiolutin inhibits endothelial cell adhesion by perturbing Hsp27 interactions with components of the actin and intermediate filament cytoskeleton. Cell Stress Chaperones. 2010 Mar;15(2):165-81. PMID: 19579057.

Pelechano V, Pérez-Ortín JE. The transcriptional inhibitor thiolutin blocks mRNA degradation in yeast. Yeast. 2008 Feb;25(2):85-92. PMID: 17914747.

Minamiguchi K, Kumagai H, Masuda T, et al. Thiolutin, an inhibitor of HUVEC adhesion to vitronectin, reduces paxillin in HUVECs and suppresses tumor cell-induced angiogenesis. Int J Cancer. 2001 Aug 1;93(3):307-16. PMID: 11433393.

Tipper DJ. Inhibition of yeast ribonucleic acid polymerases by thiolutin. J Bacteriol. 1973 Oct;116(1):245-56. PMID: 4583213.

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