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ALX-380-200 Revised 31-Jul-08
Thiolutin
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SYNONYMS 6-Acetamido-4-methyl-1,2-dithiolo(4,3-b)pyrrol-5(4H)-one
Farcinicine
Acetopyrrothine
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Antibiotics - Antifungal
Ordering Information
Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-380-200-M001   1 mg 60.00 USD Add To Cart
ALX-380-200-M005   5 mg 240.00 USD Add To Cart
Product Specification
FORMULA: C8H8N2O2S2
MW: 228.3
CAS NUMBER: 87-11-6
MERCK INDEX: 14: 9342
RTECS: JP1355000
SOURCE/HOST: Isolated from Streptomyces luteosporeus.
PURITY: ≥98% (HPLC)
APPEARANCE: Yellow powder.
SOLUBILITY: Soluble in DMSO (1mg/ml); very slightly soluble in water.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HAZARD: VERY TOXIC.

Product Description
Sulfur-containing antibiotic. Potent inhibitor of bacterial and yeast RNA polymerases. Inhibits mRNA chain elongation. Inhibits adhesion of human umbilical vein endothelial cells (HUVECs) to vitronectin (IC50=0.83µM) and thus suppresses tumor cell-induced angiogenesis in vivo. Inhibits microbiological growth in beer. Active against soil borne pathogens.
Product Specific Literature References
W.D. Celmer, et al.; JACS 74, 6304 (1952)
W.D. Celmer & I.A. Solomons; JACS 77, 2861 (1955)
Inhibition of yeast ribonucleic acid polymerases by thiolutin: D.J. Tipper; J. Bacteriol. 116, 245 (1973) Abstract; Full Text
Inhibition of messenger ribonucleic acid synthesis in Escherichia coli by thiolutin: G.G. Khachatourians and D.J. Tipper; J. Bacteriol. 119, 795 (1974) Abstract; Full Text
In vivo effect of thiolutin on cell growth and macromolecular synthesis in Escherichia coli: G.G. Khachatourians and D.J. Tipper; Antimicrob. Agents Chemother. 6, 304 (1974) Abstract; Full Text
Cell wall synthesis regulation in Saccharomyces cerevisiae. Effect of RNA and protein inhibition: M.V. Elorza, et al.; Biochim. Biophys. Acta 454, 263 (1976) Abstract
P.R. Deb & B.K. Dutta; Curr. Sci. 53, 659 (1984)
The yeast heat shock response is induced by conversion of cells to spheroplasts and by potent transcriptional inhibitors: C.C. Adams and D.S. Gross; J. Bacteriol. 173, 7429 (1991) Abstract; Full Text
Thiolutin, an inhibitor of HUVEC adhesion to vitronectin, reduces paxillin in HUVECs and suppresses tumor cell-induced angiogenesis: K. Minamiguchi, et al.; Int. J. Cancer 93, 307 (2001) Abstract
Genome-wide analysis of mRNA stability using transcription inhibitors and microarrays reveals posttranscriptional control of ribosome biogenesis factors: J. Grigull, et al.; Mol. Cell. Biol. 24, 5534 (2004) Abstract; Full Text
Determination of mRNA half-lives in Candida albicans using thiolutin as a transcription inhibitor: B.W. Kebaara, et al.; Genome 49, 894 (2006) Abstract
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