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Merck

C9911

Sigma-Aldrich

(S)-(+)-喜树碱

≥90% (HPLC), powder, DNA topoisomerase I inhibitor

别名:

(S)-4-Ethyl-4-hydroxy-1H-pyrano-[3′,4′:6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione

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About This Item

经验公式(希尔记法):
C20H16N2O4
CAS号:
分子量:
348.35
Beilstein:
631069
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.77

产品名称

(S)-(+)-喜树碱, ≥90% (HPLC), powder

方案

≥90% (HPLC)

表单

powder

mp

260 °C (dec.) (lit.)

溶解性

chloroform/methanol (4:1): 5 mg/mL

抗生素抗菌谱

neoplastics

作用机制

DNA synthesis | interferes
enzyme | inhibits

储存温度

2-8°C

SMILES字符串

CC[C@@]1(O)C(=O)OCC2=C1C=C3N(Cc4cc5ccccc5nc34)C2=O

InChI

1S/C20H16N2O4/c1-2-20(25)14-8-16-17-12(7-11-5-3-4-6-15(11)21-17)9-22(16)18(23)13(14)10-26-19(20)24/h3-8,25H,2,9-10H2,1H3/t20-/m0/s1

InChI key

VSJKWCGYPAHWDS-FQEVSTJZSA-N

基因信息

human ... TOP1(7150)
mouse ... Prkca(18750)
rat ... Sstr2(54305)

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生化/生理作用

(S)-(+)-喜树碱和DNA拓扑异构酶I复合体不可逆地结合,抑制拓扑异构酶I剪切后DNA重组,将酶和DNA以共价键形式锁住。酶复合体被泛素化,被26S蛋白酶破坏,耗尽细胞内拓扑异构酶I。该酶在低剂量下在S期阻碍细胞周期,在大多数正常和肿瘤细胞中通过依赖细胞周期和不依赖细胞周期的过程诱发细胞凋亡。

特点和优势

该化合物是细胞凋亡研究的特色产品。点击此处 ,查看更多细胞凋亡精选产品。想要了解有关生物活性小分子在其他研究领域应用的更多信息,请访问 sigma.com/discover-bsm

其他说明

20S异构体

象形图

Skull and crossbonesHealth hazard

警示用语:

Danger

危险声明

危险分类

Acute Tox. 3 Oral - Muta. 1B

储存分类代码

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

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Protein kinase C (PKC)-interacting cousin of thioredoxin (PICOT; also termed glutaredoxin 3 (Glrx3)) is a ubiquitously expressed protein that possesses an N-terminal monothiol thioredoxin (Trx) domain and two C-terminal tandem copies of a monothiol Glrx domain. It has an overall
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The maternal uterine environment is likely critical for human placental morphogenesis and development of its different trophoblast subtypes. However, factors controlling growth and differentiation of these cells during early gestation remain poorly elucidated. Herein, we provide evidence that the ligand

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