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Merck
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文件

S5921

Sigma-Aldrich

Staurosporine

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

别名:

protein kinase c inhibitor, staurosporine, Antibiotic AM-2282

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About This Item

经验公式（希尔记法）:
C28H26N4O3
CAS号:
62996-74-1
分子量:
466.53
Beilstein:
1060573
MDL號碼:
MFCD00077402
分類程式碼代碼:
12161501
PubChem物質ID:
24899680
NACRES:
NA.77

product name

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

等級

for molecular biology

品質等級

300

化驗

≥95% (HPLC)

抗生素活性譜

fungi

作用方式

enzyme | inhibits

儲存溫度

2-8°C

SMILES 字串

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 密鑰

HKSZLNNOFSGOKW-ZGQXJOJZSA-N

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一般說明

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.

應用

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.

生化／生理作用

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

特點和優勢

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.

分析報告

Tested for inhibition of interleukin 2 production in Jurkat cells.

其他說明

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

象形圖

Health hazard
GHS08

訊號詞

Danger

危險分類

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

儲存類別代碼

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

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

個人防護裝備

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

分析证书(COA)

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Martin Forsthuber et al.
Environmental pollution (Barking, Essex : 1987), 293, 118543-118543 (2021-11-21)
Perfluorooctane sulfonic acid (PFOS) is a ubiquitous environmental pollutant. In humans, PFOS exposure has been associated with a number of adverse health outcomes, including reduced birth weight. Whether PFOS is capable of affecting angiogenesis and thus possibly fetal development is
H J Chae et al.
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
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
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
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