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S5921

Staurosporine

Name: Staurosporine
Brand: SIGMA

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

Synonyme(s) :

Antibiotique AM-2282

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A propos de cet article

Formule empirique (notation de Hill) :

C₂₈H₂₆N₄O₃

Numéro CAS:

62996-74-1

Poids moléculaire :

466.53

UNSPSC Code:

12161501

PubChem Substance ID:

24899680

NACRES:

NA.77

Beilstein/REAXYS Number:

1060573

MDL number:

MFCD00077402

Assay:

≥95% (HPLC)

Quality level:

300

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Propriétés

Nom du produit

Staurosporine from Streptomyces sp., Molecular Biology, ≥95% (HPLC)

grade

Molecular Biology

Quality Level

300

assay

≥95% (HPLC)

antibiotic activity spectrum

fungi

mode of action

enzyme | inhibits

storage temp.

2-8°C

SMILES string

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

InChI key

HKSZLNNOFSGOKW-ZGQXJOJZSA-N

Description

General description

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.

Application

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.

Biochem/physiol Actions

Inhibiteur puissant des protéines kinases phospholipides/calcium dépendantes. Inhibe la régulation à la hausse de l′expression de VEGF dans les cellules tumorales.

Features and Benefits

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.

Analysis Note

Tested for inhibition of interleukin 2 production in Jurkat cells.

signalword

Danger

hcodes

H340,H350,H361d,H413

pcodes

P202 - P273 - P280 - P308 + P313 - P405 - P501

Hazard Classifications

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

Classe de stockage

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

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Contenu apparenté

Data Sheet - S5921

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Somatic cell apoptosis markers and pathways in human ejaculated sperm: potential utility as indicators of sperm quality.

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

Inhibition of Ephrin B3-mediated survival signaling contributes to increased cell death response of non-small cell lung carcinoma cells after combined treatment with ionizing radiation and PKC 412.

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

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Numéro d'article de commerce international

Référence	GTIN
S5921-.1MG	04061836954918
S5921-.5MG	04061836954925
S5921-1MG	04061836954932