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cancer research reagents

Thiolutin

MSDSSample CoARaw materials from animal origin info                                                HELP
 
Source: Streptomyces luteosporeus
SynonymsThiolutin, Farcinicin, Propiopyvothine, Acetopyrrothine
Description: 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.
CAS number: 87-11-6
Merck index:  
Molecular weight: 228.29
Structure:

The molecular structure of Thiolutin. Free to copy

Molecular Formula: C8H8N2O2S2
Canonical SMILES: CC(=O)NC1=C2C(=CSS2)N(C1=O)C
Solubility
information:
Thiolutin is soluble in Dichloromethane or Methanol, DMSO (0.5%)
Water solubility: 0.2 gram /Liter
Specifications 
Appearance: Brilliant yellow needle like crystals.
Purity: At least 95% by TLC. At least 95% by HPLC
λmax:207nm, 244nm, 312nm, 390nm
Melting point

281-285°C

Solubility1 mg/ml of Thiolutin in DMSO gives a clear orange solution
Storage+4°C. Protect from light.
ApplicationsInhibitor of DNA-primed RNA polimerase and DNA polimerase. Apoptosis inducer. Antineoplastic drug
Warnings Very toxic if swallowed; RTECS JP1355000
Classificationdithiolopyrrolone
Pyrrolidinone antibiotic
RNA polymeraseinhibitor
angiogenesis inhibitor
Related products Aureothricin
 For Research use only. Not for Human or Drug use
GMP/API grade available on request

No genetically modified organisms are used.
Publications 
 Kebaara BW, Nielsen LE, Nickerson KW, Atkin AL.
Determination of mRNA half-lives in Candida albicans using thiolutin as a transcription inhibitor.
Genome. 2006 Aug;49(8):894-9.
 Minamiguchi K, Kumagai H, Masuda T, Kawada M, Ishizuka M, Takeuchi T.
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.
 Sturdikova M, Proksa B, Uhrin D, Fuska J.
Regulation of biosynthesis of thiolutin and aureothricin in Streptomyces kasugaensis.
Folia Microbiol (Praha). 1990;35(4):278-83.
 Bergmann R.
Thiolutin inhibits utilization of glucose and other carbon sources in cells of Escherichia coli.
Antonie Van Leeuwenhoek. 1989;55(2):143-52
 Jimenez A, Tipper DJ, Davies J.
Thiolutin, an inhibitor of macromolecular synthesis in Saccharomyces cerevisiae. Mode of action.
Antimicrob Agents Chemother. 1973 Jun;3(6):729-38.
 Tipper DJ.
Thiolutin inhibits yeast ribonucleic acid polymerases.
J Bacteriol. 1973 Oct;116(1):245-56.

Streptomyces luteosporeus in liquid culture

Disambiguation

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.

 
 
 
Clinical perspectives of Thiolutin
Anticancer property of dithiolopyrrolones

(US patent 6020360)

A method for treating a cancer sensitive to dithiolopyrrolones, comprising administrating to a subject in need of such treatment...

 

 


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