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T3450

Sigma-Aldrich

Thiolutin

from Streptomyces luteosporeus, ≥95% (HPLC)

Sinonimo/i:

Farcinicin, N-(4,5-Dihydro-4-methyl-5-oxo-1,2-dithiolo[4,3-b]pyrrol-6-yl), Propiopyvothine

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About This Item

Formula empirica (notazione di Hill):
C8H8N2O2S2
Numero CAS:
87-11-6
Peso molecolare:
228.29
Numero MDL:
MFCD07370147
Codice UNSPSC:
12352105
ID PubChem:
329826766
NACRES:
NA.77

Origine biologica

Streptomyces luteosporeus

Livello qualitativo

200

Saggio

≥95% (HPLC)

Forma fisica

solid

Solubilità

DMSO: 0.90 - 1.10 mg/ml, clear, yellow

Spettro attività antibiotica

fungi

Modalità d’azione

enzyme | inhibits

Condizioni di spedizione

wet ice

Temperatura di conservazione

−20°C

Stringa SMILE

CCC(=O)NC1=C2SSC=C2N(C)C1=O

InChI

1S/C9H10N2O2S2/c1-3-6(12)10-7-8-5(4-14-15-8)11(2)9(7)13/h4H,3H2,1-2H3,(H,10,12)
UGZYFXMSMFMTSM-UHFFFAOYSA-N

Applicazioni

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

Azioni biochim/fisiol

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.

Nota sulla preparazione

Thiolutin dissolves in DMSO at 0.90 - 1.10 mg/ml to yield a clear, yellow solution.

Pittogrammi

Skull and crossbones
GHS06

Avvertenze

Danger

Indicazioni di pericolo

H300

Classi di pericolo

Acute Tox. 2 Oral

Codice della classe di stoccaggio

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

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Thiolutin inhibits endothelial cell adhesion by perturbing Hsp27 interactions with components of the actin and intermediate filament cytoskeleton
Jia Y, et al.
Cell Stress & Chaperones, 15(2), 165-181 (2010)
M J Juhl et al.
Applied and environmental microbiology, 56(10), 3179-3185 (1990-10-01)
We have previously isolated mutants of Escherichia coli which show increased oxidation of heterocyclic furan and thiophene substrates. We have now found that strains carrying the thdA mutation express a novel enzyme activity which oxidizes a variety of substrates containing
T Kadowaki et al.
The Journal of cell biology, 126(3), 649-659 (1994-08-01)
To understand the mechanisms of mRNA transport in eukaryotes, we have isolated Saccharomyces cerevisiae temperature-sensitive (ts) mutants which accumulate poly(A)+ RNA in the nucleus at the restrictive temperature. A total of 21 recessive mutants were isolated and classified into 16
Qiaoning Guan et al.
PLoS genetics, 2(11), e203-e203 (2006-12-15)
Nonsense-mediated mRNA decay (NMD) is a eukaryotic mechanism of RNA surveillance that selectively eliminates aberrant transcripts coding for potentially deleterious proteins. NMD also functions in the normal repertoire of gene expression. In Saccharomyces cerevisiae, hundreds of endogenous RNA Polymerase II
Size-dependent expression of the mitotic activator Cdc25 suggests a mechanism of size control in fission yeast
Keifenheim D, et al.
Current Biology, 27(10), 1491-1497 (2017)
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