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.
R0395
Rapamycin
Rapamycin from Streptomyces hygroscopicus
from Streptomyces hygroscopicus, ≥95% (HPLC), powder, mTOR inhibitor
Synonym(s):
23,27-Epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclohentriacontine, AY 22989, Sirolimus
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1 MG
$336.00
About This Item
Empirical Formula (Hill Notation):
C51H79NO13
CAS Number:
Molecular Weight:
914.17
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
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Product Name
Rapamycin from Streptomyces hygroscopicus, ≥95% (HPLC), powder
Quality Level
assay
≥95% (HPLC)
form
powder
color
off-white
solubility
ethanol: 2 mM
DMSO: soluble
antibiotic activity spectrum
fungi
yeast
mode of action
enzyme | inhibits
protein synthesis | interferes
storage temp.
−20°C
SMILES string
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
Gene Information
human ... FKBP1A(2280)
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General description
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.[1] It suppresses protein kinase C activity and enhances ion transport in A6 cells. It also suppresses the immune response in membrane and cytosolic preparations.[2] 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.
Application
Rapamycin from Streptomyces hygroscopicus has been used:
- to treat BV2 cells or BV2-LC3 cells for autophagy assay[3]
- 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[4]
- to pre-incubate villi to inhibit the mammalian target of rapamycin complex 1 (mTORC1) signaling[5]
Biochem/physiol Actions
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.
Features and Benefits
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.
Other Notes
Keep container tightly closed in a dry and well-ventilated place.Keep in a dry place
signalword
Warning
hcodes
Hazard Classifications
Carc. 2 - Repr. 2
Storage Class
11 - Combustible Solids
wgk_germany
WGK 2
ppe
Eyeshields, Gloves, type N95 (US)
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Activation of autophagy pathway suppresses the expression of iNOS, IL6 and cell death of LPS-stimulated microglia cells
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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)
Rapamycin for longevity: opinion article
Blagosklonny, Mikhail V
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Cancer stem cell media, spheroid plates and cancer stem cell markers to culture and characterize CSC populations.
Bioactive small molecules for immune system signaling target identification/validation and antibiotics, antivirals, and antifungals offered.
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What is the shelf life of Product R0395, Rapamycin, as received?
1 answer-
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What is the solubility of Product R0395, Rapamycin?
1 answer-
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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How should we store solutions of Product R0395, Rapamycin?
1 answer-
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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What is the Department of Transportation shipping information for this product?
1 answer-
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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What are the extinction coefficient values for Product R0395, Rapamycin, solutions?
1 answer-
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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