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S5921
Staurosporine
from Streptomyces sp., ≥95% (HPLC), film, protein kinase inhibitor
Synonym(s):
protein kinase c inhibitor, staurosporine, Antibiotic AM-2282
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About This Item
Empirical Formula (Hill Notation):
C28H26N4O3
CAS Number:
Molecular Weight:
466.53
Beilstein:
1060573
MDL number:
UNSPSC Code:
12161501
PubChem Substance ID:
NACRES:
NA.77
Pricing and availability is not currently available.
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Product Name
Staurosporine from Streptomyces sp., for molecular biology, ≥95% (HPLC)
grade
for molecular biology
Quality Level
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
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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.[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.
Application
Biochem/physiol Actions
Potent inhibitor of phospholipid/calcium-dependent protein kinase. Inhibits the upregulation of VEGF expression in tumor cells.
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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Aquatic Chronic 4 - Carc. 1B - Muta. 1B - Repr. 2
Storage Class Code
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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
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
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
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
Articles
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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What concentration of Staurosporin is used for the release of microparticles from apoptotic cells?
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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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