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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:
62996-74-1
Peso molecular:
466.53
Beilstein:
1060573
Número MDL:
MFCD00077402
Código UNSPSC:
12161501
ID de la sustancia en PubChem:
24899680
NACRES:
NA.77

Nombre del producto

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

grado

Molecular Biology
for molecular biology

Nivel de calidad

300

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. 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. 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 and to evaluate the caspase 3 and 7 activity in endothelial cell line. It has also been used as a positive control in apoptosis assay in human umbilical vein endothelial cells.

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.

Otras notas

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

Pictogramas

Health hazard
GHS08

Palabra de señalización

Danger

Frases de peligro

H340,H350,H361d,H413

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

Listados normativos

Los listados normativos se proporcionan para los productos químicos principalmente. Para los productos no químicos sólo se puede proporcionar información limitada. Si no hay ninguna entrada, significa que ninguno de los componentes está en la lista. Es obligación del usuario garantizar el uso seguro y legal del producto.

EU REACH Annex XVII (Restriction List)

CAS No.

Elija entre una de las versiones más recientes:

Certificados de análisis (COA)

Lot/Batch Number
089M4136V
058M4061V
14190611
069M4147V
14190307

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Subhasish Saha et al.
Molecules (Basel, Switzerland), 25(17) (2020-08-23)
Heterocytous cyanobacteria are among the most prolific sources of bioactive secondary metabolites, including anabaenopeptins (APTs). A terrestrial filamentous Brasilonema sp. CT11 collected in Costa Rica bamboo forest as a black mat, was studied using a multidisciplinary approach: genome mining and
S L Taylor et al.
Molecular human reproduction, 10(11), 825-834 (2004-10-07)
In this study we extended earlier work to determine whether sperm respond to somatic cell apoptotic stimuli and whether apoptotic phenotypes are significant indicators of human sperm quality. We evaluated ejaculated sperm from fertile donors and subfertile patients following purification
S Ståhl et al.
Cell death & disease, 4, e454-e454 (2013-01-11)
Radiation therapy is frequently used to treat non-small cell lung cancers (NSCLCs). We have previously shown that a combination of ionizing radiation (IR) and the staurosporine analog PKC 412, but not Ro 31-8220, increases cell death in NSCLC cells. To
V Borgdorff et al.
Oncogene, 33(19), 2531-2539 (2013-06-04)
The microphthalmia-associated transcription factor (MITF) is indispensable for the viability of melanocytic cells, is an oncogene in melanoma and has a cell type-specific expression pattern. As the modulation of MITF activity by direct chemical targeting remains a challenge, we assessed
A Gescher
General pharmacology, 31(5), 721-728 (1998-11-11)
1. Protein kinase C (PKC) is a family of serine/threonine-directed protein kinases that are pivotal regulators of cellular growth, transformation and death. PKC has therefore been considered to be a suitable target for novel antineoplastic drugs. 2. Twenty years ago
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