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文件

安全信息

C1832

Sigma-Aldrich

环孢菌素A

from Tolypocladium inflatum, BioReagent, for molecular biology, ≥95%

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别名:
抗生素S 7481F1, 环孢霉素
经验公式（希尔记法）:
C62H111N11O12
CAS号:
59865-13-3
分子量:
1202.61
Beilstein:
3647785
MDL编号:
MFCD00274558
UNSPSC代码:
12352200
PubChem化学物质编号:
24892440
NACRES:
NA.52

生物来源

Tolypocladium inflatum

质量水平

300

等级

for molecular biology

产品线

BioReagent

检测方案

≥95%

形式

powder

技术

drug transporter assay: suitable

溶解性

dichloromethane: 9.80-10.20 mg/mL, clear, colorless to faintly yellow

适用性

corresponds to standard
suitable for molecular biology

抗生素抗菌谱

fungi

作用机制

enzyme | inhibits

储存温度

2-8°C

SMILES字符串

CC[C@@H]1NC(=O)[C@H]([C@H](O)[C@H](C)C\C=C\C)N(C)C(=O)[C@H](C(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](NC(=O)[C@H](CC(C)C)N(C)C(=O)CN(C)C1=O)C(C)C

InChI

1S/C62H111N11O12/c1-25-27-28-40(15)52(75)51-56(79)65-43(26-2)58(81)67(18)33-48(74)68(19)44(29-34(3)4)55(78)66-49(38(11)12)61(84)69(20)45(30-35(5)6)54(77)63-41(16)53(76)64-42(17)57(80)70(21)46(31-36(7)8)59(82)71(22)47(32-37(9)10)60(83)72(23)50(39(13)14)62(85)73(51)24/h25,27,34-47,49-52,75H,26,28-33H2,1-24H3,(H,63,77)(H,64,76)(H,65,79)(H,66,78)/b27-25+/t40-,41+,42-,43+,44+,45+,46+,47+,49+,50+,51+,52-/m1/s1

InChI key

PMATZTZNYRCHOR-CGLBZJNRSA-N

基因信息

human ... PPIA(5478)

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相关类别

一般描述

Chemical structure: peptide
Cyclosporin A is a fungal metabolite with immunosuppressive properties. Cyclosporin A is a non-polar cyclic oligopeptide produced by the fungus Tolypocladium inflatum. It is a potent immunosuppressive agent, affecting primarily T-lymphocytes.

应用

Cyclosporin A was suitable for:

  • Using in in vivo Neovascularization Assay, to subcutaneously inject the mice daily for suppressing the immune response.
  • Measuring the multiple drug resistance transporter activity in putative cancer stem/progenitor cells.
  • mRNA transcription studies
  • analytical standard

生化/生理作用

一种具有强大的免疫抑制特性的真菌代谢物。它通过形成抑制钙调神经磷酸酶（蛋白磷酸酶 2B）的环孢菌素A−亲环蛋白复合物来抑制 T 细胞受体的信号转导途径。抑制由白介素1α、脂多糖和TNFα诱导的一氧化氮合成。阻止线粒体释放细胞色素 c。
Cyclosporin A has been shown to inhibit the functioning of several nuclear proteins involved in T-cell activation at the level of mRNA transcription. It forms a complex with its intracellular receptor cyclophilin, which can then bind to calcineurin, a Ca2+ - and calmodulin-dependent protein phosphatase, inhibiting its enzymatic activity. It was found to suppress the replication of hepatitis C virus genome in cultured hepatocytes.

象形图

Health hazardExclamation mark
GHS08,GHS07

警示用语：

Danger

危险声明

H302,H350,H360FD

危险分类

Acute Tox. 4 Oral - Carc. 1B - Repr. 1B

WGK

WGK 3

个人防护装备

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

法规信息

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Mi-Ok Lee et al.
Arteriosclerosis, thrombosis, and vascular biology, 32(2), 343-352 (2011-11-15)
A number of studies have revealed that stress signaling and subsequent stress responses in stem/progenitor cells are responsible for attenuated regeneration or degenerative disease. Because ionizing radiation (IR), which sensitizes diverse types of stem cells, reportedly induces cardio-circulatory diseases, we
R A Nichols et al.
The Journal of biological chemistry, 269(38), 23817-23823 (1994-09-23)
In response to Ca2+ entry, several prominent brain nerve terminal phosphoproteins undergo dephosphorylation, but the relation between dephosphorylation and neurotransmitter release is unknown. Using the immunosuppressants cyclosporin A (CsA) and L-683,590 (FK-520) to inhibit specifically the Ca2+/calmodulin-dependent protein phosphatase calcineurin
Mohammed E Abo-El Fetoh et al.
Naunyn-Schmiedeberg's archives of pharmacology, 393(5), 897-908 (2020-01-08)
One of the most common causes of cancer mortality worldwide is hepatocellular carcinoma (HCC). Extracellular signal-regulated kinase (ERK1/2) pathway has been shown to play an important role in the development and progression of HCC. Here, we demonstrate that the immunosuppressive
E A Emmel et al.
Science (New York, N.Y.), 246(4937), 1617-1620 (1989-12-22)
One action of cyclosporin A thought to be central to many of its immunosuppressive effects is its ability to inhibit the early events of T lymphocyte activation such as lymphokine gene transcription in response to signals initiated at the antigen
Koichi Watashi et al.
Hepatology (Baltimore, Md.), 38(5), 1282-1288 (2003-10-28)
Persistent infection of hepatitis C virus (HCV) is a major cause of liver diseases such as chronic hepatitis, liver cirrhosis, and hepatocellular carcinoma. Searching for a substance with anti-HCV potential, we examined the effects of a variety of compounds on
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