| Source: |
Streptomyces luteosporeus |
| Synonyms | Thiolutin, 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: |
 |
| 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
|
| Solubility | 1 mg/ml of Thiolutin in
DMSO gives a clear orange solution |
| Storage | +4°C. Protect from light. |
| Applications | Inhibitor of DNA-primed RNA
polimerase and DNA polimerase. Apoptosis inducer. Antineoplastic drug |
| Warnings |
 Very toxic if swallowed; RTECS
JP1355000 |
| Classification | dithiolopyrrolone
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. |
