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S5921

Sigma-Aldrich

Staurosporine

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

Synonim(y):

protein kinase c inhibitor, staurosporine, Antibiotic AM-2282

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About This Item

Wzór empiryczny (zapis Hilla):
C28H26N4O3
Numer CAS:
62996-74-1
Masa cząsteczkowa:
466.53
Beilstein:
1060573
Numer MDL:
MFCD00077402
Kod UNSPSC:
12161501
Identyfikator substancji w PubChem:
24899680
NACRES:
NA.77

product name

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

klasa czystości

for molecular biology

Poziom jakości

300

Próba

≥95% (HPLC)

spektrum działania antybiotyku

fungi

Tryb działania

enzyme | inhibits

temp. przechowywania

2-8°C

ciąg 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

Klucz InChI

HKSZLNNOFSGOKW-ZGQXJOJZSA-N

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Opis ogólny

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.

Zastosowanie

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.

Działania biochem./fizjol.

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

Cechy i korzyści

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.

Komentarz do analizy

Tested for inhibition of interleukin 2 production in Jurkat cells.

Inne uwagi

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

Health hazard
GHS08

Hasło ostrzegawcze

Danger

Zwroty wskazujące rodzaj zagrożenia

H340,H350,H361d,H413

Zwroty wskazujące środki ostrożności

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

Klasyfikacja zagrożeń

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

Kod klasy składowania

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

Klasa zagrożenia wodnego (WGK)

WGK 3

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable

Środki ochrony indywidualnej

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

Certyfikaty analizy (CoA)

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Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.

Odwiedź Bibliotekę dokumentów

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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