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Merck

R0395

Sigma-Aldrich

Rapamycin

Rapamycin from Streptomyces hygroscopicus

from Streptomyces hygroscopicus, ≥95% (HPLC), powder, mTOR inhibitor

别名:

AY 22989, 西罗莫司, 雷帕霉素

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About This Item

经验公式(希尔记法):
C51H79NO13
CAS号:
分子量:
914.17
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.77
价格与库存信息目前不能提供

产品名称

Rapamycin 来源于吸水链霉菌, ≥95% (HPLC), powder

质量水平

方案

≥95% (HPLC)

表单

powder

颜色

off-white

溶解性

ethanol: 2 mM
DMSO: soluble

抗生素抗菌谱

fungi
yeast

作用机制

enzyme | inhibits
protein synthesis | interferes

储存温度

−20°C

SMILES字符串

CO[C@@H]1C[C@@H](CC[C@H]1O)C[C@@H](C)[C@@H]2CC(=O)[C@H](C)\C=C(C)\[C@@H](O)[C@@H](OC)C(=O)[C@H](C)C[C@H](C)\C=C\C=C\C=C(C)\[C@H](C[C@@H]3CC[C@@H](C)[C@@](O)(O3)C(=O)C(=O)N4CCCC[C@H]4C(=O)O2)OC

InChI

1S/C51H79NO13/c1-30-16-12-11-13-17-31(2)42(61-8)28-38-21-19-36(7)51(60,65-38)48(57)49(58)52-23-15-14-18-39(52)50(59)64-43(33(4)26-37-20-22-40(53)44(27-37)62-9)29-41(54)32(3)25-35(6)46(56)47(63-10)45(55)34(5)24-30/h11-13,16-17,25,30,32-34,36-40,42-44,46-47,53,56,60H,14-15,18-24,26-29H2,1-10H3/b13-11+,16-12+,31-17+,35-25+/t30-,32-,33-,34-,36-,37+,38+,39+,40-,42+,43+,44-,46-,47+,51-/m1/s1

InChI key

QFJCIRLUMZQUOT-HPLJOQBZSA-N

基因信息

human ... FKBP1A(2280)

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一般描述

化学结构:大环内酯
雷帕霉素来源于吸湿链霉菌。它可以抑制病毒复制。这种天然抗真菌抗生素是一种经过验证的抗衰老剂。雷帕霉素能够显著抑制mTORC1且不受年龄的影响。[1]它能够抑制蛋白激酶C活性,增强A6细胞的离子转运。它还能抑制膜和细胞质制剂中的免疫反应。[2]此外,它对内源性mRNA的翻译具有特异性作用,并通过阻断信号通路中p70s6k的激活来抑制5′TOP mRNA的翻译。雷帕霉素具有抗肿瘤特性。

应用

来自吸湿链霉菌的雷帕霉素已用于:
  • 处理BV2细胞或BV2- lc3细胞,进行自噬实验[3]
  • 作为自噬激活剂,用于转染FOXO3小干扰RNA慢病毒载体(siFOXO3)的骨髓间充质干细胞(BM-MSCs),以研究Forkhead Box O3(FOXO3)对BM-MSC[4]
  • 自噬的影响,以预孵育绒毛并抑制雷帕霉素复合物1 (mTORC1)信号传导的哺乳动物靶点[5]

生化/生理作用

一种与雷帕霉素(mTOR)分子靶点结合并抑制其作用的大环三烯抗生素。 它与FKBP12形成复合物,结合并抑制雷帕霉素(mTOR)的分子靶点。 雷帕霉素是一种有效的免疫抑制剂,并具有抗癌活性。

特点和优势

《受体分类和信号转导》手册的 PKB/Akt 页面有该化合物的介绍。想要浏览手册的其他页面, 请单击此处

其他说明

保持容器密封,存放在干燥,通风良好的地方。保持干燥

象形图

Health hazard

警示用语:

Warning

危险声明

危险分类

Carc. 2 - Repr. 2

储存分类代码

11 - Combustible Solids

WGK

WGK 2

个人防护装备

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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访问文档库

Rapamycin inhibits protein kinase C activity and stimulates Na+ transport in A6 cells
Rokaw MD, et al.
The Journal of Biological Chemistry, 271, 32468-32473 (1996)
FOXO3 is targeted by miR-223-3p and promotes osteogenic differentiation of bone marrow mesenchymal stem cells by enhancing autophagy
Long C, et al.
Human Cell : Official Journal of Human Cell Research Society (2021)
Activation of autophagy pathway suppresses the expression of iNOS, IL6 and cell death of LPS-stimulated microglia cells
Han HE, et al.
Biomolecules & Therapeutics, 21, 21-21 (2013)
A V Tinker et al.
Gynecologic oncology, 130(2), 269-274 (2013-05-16)
HPV infection has been associated with deregulation of the PI3K-Akt-mTOR pathway in invasive cervical carcinomas. This 2-stage phase II study assessed the activity of the mTOR inhibitor, temsirolimus, in patients with measurable metastatic and/or locally advanced, recurrent carcinoma of the
Carrie L Lucas et al.
Nature immunology, 15(1), 88-97 (2013-10-30)
The p110δ subunit of phosphatidylinositol-3-OH kinase (PI(3)K) is selectively expressed in leukocytes and is critical for lymphocyte biology. Here we report fourteen patients from seven families who were heterozygous for three different germline, gain-of-function mutations in PIK3CD (which encodes p110δ).

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Questions

1–5 of 5 Questions  
  1. What is the Department of Transportation shipping information for this product?

    1 answer
    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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  2. What are the extinction coefficient values for Product R0395, Rapamycin, solutions?

    1 answer
    1. The E1% extinction coefficient values in 95% ethanol at 267 nm, 277 nm and 288 nm have been reported and are listed in the product information sheet (under Documents, above).

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  3. What is the solubility of Product R0395, Rapamycin?

    1 answer
    1. Rapamycin is soluble in DMSO and in methanol (each at 25 mg/mL) and in ethanol  (2 mM). It is insoluble in water. Additional solubility information is in the product information sheet (under Documents, above).

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  4. How should we store solutions of Product R0395, Rapamycin?

    1 answer
    1. Rokaw, M.D. et al. J. Biol. Chem. 271, 32468 (1996) described storage of a 2 mM solution of rapamycin in ethanol at -70 °C which was diluted into serum-free media before use. Unless otherwise noted for other solvents, it may be best to prepare solutions fresh and protected from light. Please refer to our product information sheet at our website.

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  5. What is the shelf life of Product R0395, Rapamycin, as received?

    1 answer
    1. The product has a recommended retest date of 2 years but the actual recommended retest date for each lot is on the Certificate of Analysis.  We guarantee the quality of the product through this date for unopened bottles stored at -20 °C.

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