All Photos(2)
About This Item
Empirical Formula (Hill Notation):
C28H26N4O3
CAS Number:
Molecular Weight:
466.53
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24
Recommended Products
grade
analytical standard
Quality Level
product line
VETRANAL®
shelf life
limited shelf life, expiry date on the label
technique(s)
HPLC: suitable
gas chromatography (GC): suitable
application(s)
forensics and toxicology
pharmaceutical (small molecule)
format
neat
storage temp.
−20°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
Staurosporine belongs to the class of indolocarbazole alkaloids and shows anti-fungal and anti-oomycete activities. It is isolated from Streptomyces sp. and is known to be a broad-spectrum inhibitor of protein kinase.
Application
- Protein Painting for Structural Analysis: This research utilizes staurosporine′s role in protein kinase inhibition to develop a technique called protein painting, which is essential for structural and binding site analysis. This approach enhances understanding of protein interactions and can be pivotal in drug design, particularly in targeting specific kinase enzymes in cancer research (Zheng Z et al., 2024).
- Identification of Anthelmintic Activities: Staurosporine is employed to identify small molecule inhibitors that target conserved proteins among gastrointestinal nematodes. This study not only highlights its role in parasitic infection treatments but also its broader applications in developing antiparasitic drugs, leveraging its properties as a potent kinase inhibitor (Jung H et al., 2024).
- Development of Novel Cytoprotective Compounds: Focusing on mitochondria-dependent cell death, this research explores staurosporines potential to inhibit pathways involved in cellular apoptosis. This is particularly crucial in developing therapeutic strategies against diseases characterized by unwanted cell death, such as neurodegenerative diseases and certain types of cancer (Matsuyama M et al., 2023).
Other Notes
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Legal Information
VETRANAL is a registered trademark of Merck KGaA, Darmstadt, Germany
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Aquatic Chronic 4 - Repr. 2
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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Karin Anestål et al.
PloS one, 3(4), e1846-e1846 (2008-04-03)
SecTRAPs (selenium compromised thioredoxin reductase-derived apoptotic proteins) can be formed from the selenoprotein thioredoxin reductase (TrxR) by targeting of its selenocysteine (Sec) residue with electrophiles, or by its removal through C-terminal truncation. SecTRAPs are devoid of thioredoxin reductase activity but
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
Osman A B S M Gani et al.
Natural product reports, 27(4), 489-498 (2010-03-26)
The isolation in 1977 of the microbial alkaloid staurosporine inaugurated research into several distinct series of related natural and synthetic compounds. This has especially included research into applications as anticancer drugs, beginning with the observation of low nanomolar inhibition of
Karolien De Bosscher et al.
Cellular and molecular life sciences : CMLS, 71(1), 143-163 (2013-06-21)
Glucocorticoids (GCs) block inflammation via interference of the liganded glucocorticoid receptor (GR) with the activity of pro-inflammatory transcription factors NF-κB and AP-1, a mechanism known as transrepression. This mechanism is believed to involve the activity of GR monomers. Here, we
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