S5921

Staurosporine

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

• Synonym(s): protein kinase c inhibitor, staurosporine, Antibiotic AM-2282
• Empirical Formula (Hill Notation): C₂₈H₂₆N₄O₃
• CAS Number: 62996-74-1
• Molecular Weight: 466.53
• UNSPSC Code: 12161501
• PubChem Substance ID: 24899680
• NACRES: NA.77
• Beilstein/REAXYS Number: 1060573
• MDL number: MFCD00077402
• Assay: ≥95% (HPLC)

Properties

• Product Name: Staurosporine from Streptomyces sp., Molecular Biology, ≥95% (HPLC)
• grade: Molecular Biology
• Quality Segment: 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.[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

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]

Biochem/physiol Actions

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

Features and Benefits

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Analysis Note

Tested for inhibition of interleukin 2 production in Jurkat cells.

Other Notes

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

Safety Information

• pictograms: GHS08
• 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
• Storage Class: 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