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T3450

Sigma-Aldrich

Thiolutin

from Streptomyces luteosporeus, ≥95% (HPLC)

Sinónimos:

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

Fórmula empírica (notación de Hill):
C8H8N2O2S2
Número de CAS:
87-11-6
Peso molecular:
228.29
Número MDL:
MFCD07370147
Código UNSPSC:
12352105
ID de la sustancia en PubChem:
329826766
NACRES:
NA.77

origen biológico

Streptomyces luteosporeus

Nivel de calidad

200

Análisis

≥95% (HPLC)

formulario

solid

solubilidad

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

espectro de actividad antibiótica

fungi

Modo de acción

enzyme | inhibits

Condiciones de envío

wet ice

temp. de almacenamiento

−20°C

cadena SMILES

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)

Clave InChI

UGZYFXMSMFMTSM-UHFFFAOYSA-N

Aplicación

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

Acciones bioquímicas o fisiológicas

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 de preparación

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

Pictogramas

Skull and crossbones
GHS06

Palabra de señalización

Danger

Frases de peligro

H300

Clasificaciones de peligro

Acute Tox. 2 Oral

Código de clase de almacenamiento

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

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

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

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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
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
Brett N Tomson et al.
Molecular and cellular biology, 26(16), 6239-6247 (2006-08-02)
The ribosomal DNA (rDNA) is a specialized genomic region not only owing to its function as the nucleolar organizing region (NOR) but also because it is repetitive in nature and, at least in budding yeast, silenced for polymerase II (Pol
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)
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
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