87-11-6 Usage
Description
Thiolutin is a natural dithiol that reversibly inhibits bacterial and yeast RNA polymerases (IC50 = 3 μg/ml). Because of this, it can be used for the analysis of mRNA stability. Thiolutin also inhibits endothelial cell adhesion (IC50 < 1 μM) and S180 tumor-induced angiogenesis in mice by inhibiting Hsp27 interactions with cytoskeletal elements.
Chemical Properties
Yellow solid
Uses
Different sources of media describe the Uses of 87-11-6 differently. You can refer to the following data:
1. Thiolutin is an antibiotic first described by Tanner and co-workers in 1950. Resurgent interest in this class of microbial metabolites was stimulated by the discovery of their selective antitumour activity. Thiolutin is a potent inhibitor of bacterial and yeast RNA polymerases, and also inhibits mannan and glucan formation in fungi. Thiolutin suppresses tumour cell-induced angiogenesis in vivo.
2. Thiolutin is an antibiotic isolated from several strains of Streptomyces albus. Thiolutin is a natural dithiol that reversibly inhibits bacterial and yeast RNA polymerases.
3. 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
Biological Activity
Antibiotic; inhibits bacterial RNA polymerase. Inhibits adhesion of HUVEC cells to vitronectin (IC 50 = 0.83 mM) and subsequently reduces paxillin levels. Suppresses tumor cell-induced angiogenesis.
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.
Safety Profile
Poison by ingestion andsubcutaneous routes. When heated to decomposition itemits very toxic fumes of NOx and SOx.
References
Jing et al. (2021), Blockade of deubiquitinating enzyme PSMD14 overcomes chemoresistance in head and neck squamous cell carcinoma by antagonizing E2F1/Akt/SOX2-mediated stemness; Theranostics, 11 2655
Jia et al. (2010), Thiolutin inhibits endothelial cell adhesion by perturbing Hsp27 interactions with components of the actin and intermediate filament cytoskeleton; Cell Stress Chaperones 15 165
Minamiguchi et al. (2001), Thiolutin, an inhibitor of HUVEC adhesion to vitronectin, reduces paxillin in HUVECs and suppresses tumor cell-induced angiogenesis; Int. J. Cancer, 93 307
Check Digit Verification of cas no
The CAS Registry Mumber 87-11-6 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 8 and 7 respectively; the second part has 2 digits, 1 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 87-11:
(4*8)+(3*7)+(2*1)+(1*1)=56
56 % 10 = 6
So 87-11-6 is a valid CAS Registry Number.
InChI:InChI=1/C8H8N2O2S2/c1-4(11)9-6-7-5(3-13-14-7)10(2)8(6)12/h3H,1-2H3,(H,9,11)
87-11-6Relevant articles and documents
Ring-Fused 1,2-Dithioles, I. - Synthesis of Thiolutine and Related Compounds
Stachel, Hans-Dietrich,Nienaber, Juliane,Zoukas, Thomas
, p. 473 - 480 (2007/10/02)
The 1,2-dithiolopyrrole 1 (thiolutine) has been obtained on two different routes.Firstly, by synthesis of the dithiolopyrrole 6a and introduction of the acetamino function into compound 6d by nitration followed by ester saponification and decarboxylation.
