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安全信息

R0395

Sigma-Aldrich

Rapamycin

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:
53123-88-9
分子量:
914.17
MDL编号:
MFCD00867594
UNSPSC代码:
12352200
PubChem化学物质编号:
57654583
NACRES:
NA.77

product name

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

质量水平

300

检测方案

≥95% (HPLC)

形式

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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相关类别

一般描述

化学结构：大环内酯
Rapamycin is derived from Streptomyces hygroscopicus . It can inhibit viral replication. This natural anti-fungal antibiotic is a proven anti-aging agent. Rapamycin significantly inhibits mTORC1 regardless of age. It suppresses protein kinase C activity and enhances ion transport in A6 cells. It also suppresses the immune response in membrane and cytosolic preparations. Additionally, it has specific effects on the translation of endogenous mRNAs and inhibits the translation of 5′TOP mRNAs by blocking p70s6k activation in the signaling pathway. Rapamycin exhibits antineoplastic properties.

应用

Rapamycin from Streptomyces hygroscopicus has been used:
  •  to treat BV2 cells or BV2-LC3 cells for autophagy assay
  • as an autophagy activator in the bone marrow mesenchymal stem cells (BM-MSCs) transfected with lentivirus carrier of small interfering RNA for FOXO3 (siFOXO3) to study the effects of Forkhead Box O3 (FOXO3) on the autophagy of BM-MSCs
  • to pre-incubate villi to inhibit the mammalian target of rapamycin complex 1 (mTORC1) signaling

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
GHS08

警示用语：

Warning

危险声明

H351,H361fd

危险分类

Carc. 2 - Repr. 2

WGK

WGK 2

个人防护装备

Eyeshields, Gloves, type N95 (US)

法规信息

监管及禁止进口产品

分析证书(COA)

输入产品批号来搜索 分析证书(COA) 。批号可以在产品标签上"批“ （Lot或Batch）字后找到。

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

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

    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).

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

    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.

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

    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.

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

    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).

  7. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  8. What is the Department of Transportation shipping information for this product?

    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. 

  9. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

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)
Line Heylen et al.
Clinical infectious diseases : an official publication of the Infectious Diseases Society of America, 60(10), 1505-1511 (2015-02-15)
Transplant recipients are at risk for invasive aspergillosis (IA), associated with a significant mortality rate. Renal transplant-specific risk factors have not been established. Forty-one adult kidney transplant recipients diagnosed with proven or probable IA from 1995 through 2013 were identified
Rapamycin for longevity: opinion article
Blagosklonny, Mikhail V
Aging (Albany. NY.), 11, 8048-8048 (2019)
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