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Merck

S5921

Sigma-Aldrich

Staurosporine

from Streptomyces sp., ≥95% (HPLC), film, protein kinase inhibitor

Sinónimos:

protein kinase c inhibitor, staurosporine, Antibiotic AM-2282

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About This Item

Fórmula empírica (notación de Hill):
C28H26N4O3
Número de CAS:
Peso molecular:
466.53
Beilstein:
1060573
Número MDL:
Código UNSPSC:
12161501
ID de la sustancia en PubChem:
NACRES:
NA.77
En este momento no podemos mostrarle ni los precios ni la disponibilidad

Nombre del producto

Staurosporine from Streptomyces sp., for molecular biology, ≥95% (HPLC)

grado

for molecular biology

Nivel de calidad

Ensayo

≥95% (HPLC)

espectro de actividad antibiótica

fungi

Modo de acción

enzyme | inhibits

temp. de almacenamiento

2-8°C

cadena SMILES

CN[C@@H]1C[C@@H]2O[C@@](C)([C@@H]1OC)n3c4ccccc4c5c6CNC(=O)c6c7c8ccccc8n2c7c35

InChI

1S/C28H26N4O3/c1-28-26(34-3)17(29-2)12-20(35-28)31-18-10-6-4-8-14(18)22-23-16(13-30-27(23)33)21-15-9-5-7-11-19(15)32(28)25(21)24(22)31/h4-11,17,20,26,29H,12-13H2,1-3H3,(H,30,33)/t17-,20?,26-,28+/m1/s1

Clave InChI

HKSZLNNOFSGOKW-ZGQXJOJZSA-N

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Descripción general

Chemical structure: indol derivative
Staurosporine is an alkaloid that is obtained from Streptomyces sp. It possesses a wide range of activities such as protein kinase C inhibitor, inhibition of tumor cell proliferation, and blockage of cell cycle progression in various cells.[1] Staurosporine is a well-known inducer of apoptosis in various cell lines. The mechanisms of staurosporine-induced apoptosis vary among different cell lines that include, mitochondrial apoptotic pathway, Bcl-2 overexpression, and caspase-independent mechanisms.[2] It partially reverses multi-drug resistance (MDR), sensitizing cells with MDR phenotype to cytotoxic agents. Staurosporine inhibits p-glycoprotein (Pgp) phosphorylation. However, the functional significance of Pgp phosphorylation is ill-defined.

Aplicación

Staurosporine has been used as an apoptosis inducer in apoptosis assay in human colorectal cancer cell lines[3] and to evaluate the caspase 3 and 7 activity in endothelial cell line.[4] It has also been used as a positive control in apoptosis assay in human umbilical vein endothelial cells.[5]

Acciones bioquímicas o fisiológicas

Potent inhibitor of phospholipid/calcium-dependent protein kinase. Inhibits the upregulation of VEGF expression in tumor cells.

Características y beneficios

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Nota de análisis

Tested for inhibition of interleukin 2 production in Jurkat cells.

Pictogramas

Health hazard

Palabra de señalización

Danger

Frases de peligro

Clasificaciones de peligro

Aquatic Chronic 4 - Carc. 1B - Muta. 1B - Repr. 2

Código de clase de almacenamiento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

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, Gloves, type P3 (EN 143) respirator cartridges


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Martin Forsthuber et al.
Environmental pollution (Barking, Essex : 1987), 293, 118543-118543 (2021-11-21)
Perfluorooctane sulfonic acid (PFOS) is a ubiquitous environmental pollutant. In humans, PFOS exposure has been associated with a number of adverse health outcomes, including reduced birth weight. Whether PFOS is capable of affecting angiogenesis and thus possibly fetal development is
Xu Dong Zhang et al.
Molecular cancer therapeutics, 3(2), 187-197 (2004-02-27)
Staurosporine has long been used in vitro as an initiator of apoptosis in many different cell types, but the mechanism involved remains poorly understood. In the present study, we have examined the apoptosis-inducing potential of staurosporine in cultured melanoma cell
H J Chae et al.
Pharmacological research, 42(4), 373-381 (2000-09-16)
Staurosporine, a microbial alkaloid, is a strong inhibitor of protein kinases. We induced apoptosis in murine osteoblast MC3T3E-1 cells by exposure to the staurosporine. Staurosporine transiently increased the phosphotransferase activity of c-Jun N-terminal kinase-1 (JNK1), which in turn may activate
Karolien De Bosscher et al.
Cellular and molecular life sciences : CMLS, 71(1), 143-163 (2013-06-21)
Glucocorticoids (GCs) block inflammation via interference of the liganded glucocorticoid receptor (GR) with the activity of pro-inflammatory transcription factors NF-κB and AP-1, a mechanism known as transrepression. This mechanism is believed to involve the activity of GR monomers. Here, we
Osman A B S M Gani et al.
Natural product reports, 27(4), 489-498 (2010-03-26)
The isolation in 1977 of the microbial alkaloid staurosporine inaugurated research into several distinct series of related natural and synthetic compounds. This has especially included research into applications as anticancer drugs, beginning with the observation of low nanomolar inhibition of

Artículos

Protein-based drug transporters are expressed in Sf9 cells. Understanding the specific mechanisms of tumor cell transporters is an essential aspect of chemotherapeutic drug design.

Protein-based drug transporters are expressed in Sf9 cells. Understanding the specific mechanisms of tumor cell transporters is an essential aspect of chemotherapeutic drug design.

Protein-based drug transporters are expressed in Sf9 cells. Understanding the specific mechanisms of tumor cell transporters is an essential aspect of chemotherapeutic drug design.

Protein-based drug transporters are expressed in Sf9 cells. Understanding the specific mechanisms of tumor cell transporters is an essential aspect of chemotherapeutic drug design.

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Questions

1–2 of 2 Questions  
  1. What is the Department of Transportation shipping information for this product?

    1 answer
    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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  2. What concentration of Staurosporin is used for the release of microparticles from apoptotic cells?

    1 answer
    1. Staurosporin can induce apopotosis in Jurkat cells (106/ml) at 1 ug/ml following a 1-2 hour incubation at 37°C. For the release of microparticles from apoptotic Jurkat cells, use staurosporin at 1 uM for 107 cells/ml. Please see the reference below for further details. Apoptosis 15(5):586, 2010.

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