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R0395
Rapamycin
Rapamycin from Streptomyces hygroscopicus
from Streptomyces hygroscopicus, ≥95% (HPLC), powder, mTOR inhibitor
Sinónimos:
23,27-Epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclohentriacontine, AY 22989, Sirolimus
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About This Item
Fórmula empírica (notación de Hill):
C51H79NO13
Número de CAS:
Peso molecular:
914.17
Número MDL:
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
NACRES:
NA.77
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Nombre del producto
Rapamycin from Streptomyces hygroscopicus, ≥95% (HPLC), powder
Nivel de calidad
Ensayo
≥95% (HPLC)
Formulario
powder
color
off-white
solubilidad
ethanol: 2 mM
DMSO: soluble
espectro de actividad antibiótica
fungi
yeast
Modo de acción
enzyme | inhibits
protein synthesis | interferes
temp. de almacenamiento
−20°C
cadena SMILES
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
Clave InChI
QFJCIRLUMZQUOT-HPLJOQBZSA-N
Información sobre el gen
human ... FKBP1A(2280)
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Descripción general
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.
Aplicación
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]
Acciones bioquímicas o fisiológicas
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.
Características y beneficios
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.
Otras notas
Keep container tightly closed in a dry and well-ventilated place.Keep in a dry place
Palabra de señalización
Warning
Frases de peligro
Consejos de prudencia
Clasificaciones de peligro
Carc. 2 - Repr. 2
Código de clase de almacenamiento
11 - Combustible Solids
Clase de riesgo para el agua (WGK)
WGK 2
Equipo de protección personal
Eyeshields, Gloves, type N95 (US)
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Certificados de análisis (COA)
Lot/Batch Number
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Los clientes también vieron
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
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
Artículos
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Cancer stem cell media, spheroid plates and cancer stem cell markers to culture and characterize CSC populations.
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What is the Department of Transportation shipping information for this 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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What is the solubility of Product R0395, Rapamycin?
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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 shelf life of Product R0395, Rapamycin, as received?
1 answer-
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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