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Key Documents

R0395

Sigma-Aldrich

Rapamycin

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

Sinonimo/i:

23,27-Epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclohentriacontine, AY 22989, Sirolimus

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About This Item

Formula empirica (notazione di Hill):
C51H79NO13
Numero CAS:
Peso molecolare:
914.17
Numero MDL:
Codice UNSPSC:
12352200
ID PubChem:
NACRES:
NA.77

product name

Rapamycin from Streptomyces hygroscopicus, ≥95% (HPLC), powder

Livello qualitativo

Saggio

≥95% (HPLC)

Forma fisica

powder

Colore

off-white

Solubilità

ethanol: 2 mM
DMSO: soluble

Spettro attività antibiotica

fungi
yeast

Modalità d’azione

enzyme | inhibits
protein synthesis | interferes

Temperatura di conservazione

−20°C

Stringa SMILE

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
QFJCIRLUMZQUOT-HPLJOQBZSA-N

Informazioni sul gene

human ... FKBP1A(2280)

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Descrizione generale

Chemical structure: macrolide
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.

Applicazioni

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

Azioni biochim/fisiol

A macrocyclic triene antibiotic that binds to and inhibits the molecular target of rapamycin (mTOR). It forms a complex with FKBP12 that binds to and inhibits the molecular target of rapamycin (mTOR). Rapamycin is a potent immunosuppressant and has anticancer activity.

Caratteristiche e vantaggi

This compound is featured on the PKB/Akt page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Altre note

Keep container tightly closed in a dry and well-ventilated place.Keep in a dry place

Pittogrammi

Health hazard

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

Carc. 2 - Repr. 2

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 2

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


Certificati d'analisi (COA)

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