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Merck

T3450

Sigma-Aldrich

Thiolutin

from Streptomyces luteosporeus, ≥95% (HPLC)

别名:

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

经验公式(希尔记法):
C8H8N2O2S2
CAS号:
分子量:
228.29
MDL號碼:
分類程式碼代碼:
12352105
PubChem物質ID:
NACRES:
NA.77

生物源

Streptomyces luteosporeus

品質等級

化驗

≥95% (HPLC)

形狀

solid

溶解度

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

抗生素活性譜

fungi

作用方式

enzyme | inhibits

運輸包裝

wet ice

儲存溫度

−20°C

SMILES 字串

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)

InChI 密鑰

UGZYFXMSMFMTSM-UHFFFAOYSA-N

應用

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

生化/生理作用

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.

準備報告

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

象形圖

Skull and crossbones

訊號詞

Danger

危險聲明

危險分類

Acute Tox. 2 Oral

儲存類別代碼

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

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

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


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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A Joshi et al.
Antimicrobial agents and chemotherapy, 22(4), 541-547 (1982-10-01)
Spontaneous mutants of Salmonella typhimurium isolated in our laboratory from thiolutin-containing tryptone agar plates are partially resistant to thiolutin in enriched media. In minimal media, they are not resistant. The mutants are not temperature sensitive but fail to support the
A O'Neill et al.
Antimicrobial agents and chemotherapy, 44(11), 3163-3166 (2000-10-19)
A collection of rifampin-resistant mutants of Staphylococcus aureus with characterized RNA polymerase beta-subunit (rpoB) gene mutations was cross-screened against a number of other RNA polymerase inhibitors to correlate susceptibility with specific rpoB genotypes. The rpoB mutants were cross-resistant to streptolydigin
K Minamiguchi et al.
International journal of cancer, 93(3), 307-316 (2001-07-04)
Recent studies have shown that integrin alpha v beta 3, a receptor for vitronectin, plays an important role in tumor-induced angiogenesis and tumor growth and that antagonists of alpha v beta 3 inhibit angiogenic processes including endothelial cell adhesion and
J Abrahão-Neto et al.
Biochemistry, 34(33), 10456-10462 (1995-08-22)
We examined the effects of inhibition of mitochondrial functions on the expression of two nuclear genes encoding the extracellular cellobiohydrolase I (cbh1) and endoglucanase I (egl1) of the cellulase system of the filamentous fungus Trichoderma reesei. The cbh1 and egl1
Jörg Grigull et al.
Molecular and cellular biology, 24(12), 5534-5547 (2004-06-01)
Using DNA microarrays, we compared global transcript stability profiles following chemical inhibition of transcription to rpb1-1 (a temperature-sensitive allele of yeast RNA polymerase II). Among the five inhibitors tested, the effects of thiolutin and 1,10-phenanthroline were most similar to rpb1-1.

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