Rapamycin

Name: Rapamycin
Brand: Tocris Bioscience
SKU: 1292
Rating: 5 (3 reviews)

Tocris Bioscience, part of Bio-Techne | Catalog # 1292

(3)

Citations (337)

COA / SDS

mTOR inhibitor; immunosuppressant

Key Product Details

Description:	mTOR inhibitor; immunosuppressant
Chemical Name:	(3S,6R,7E,9R,10R,12R,14S,15E,17E,19E,21S,23S,26R,27R,34aS)-9,10,12,13,14,21,22,23,24,25,26,27,32,33,34,34a-Hexadecahydro-9,27-dihydroxy-3-[(1R)-2-[(1S,3R,4R)-4-hydroxy-3-methoxycyclohexyl]-1-methylethyl]-10,21-dimethoxy-6,8,12,14,20,26-hexamethyl-23,27-epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclohentriacontine-1,5,11,28,29(4H,6H,31H)-pentone
Purity:	≥98% (HPLC)
Molecular Weight:	914.18

View Full Technical Details for Rapamycin

Technical Data
Citations / Reviews (3)

Biological Activity for Rapamycin

Rapamycin is an antifungal and immunosuppressant. Rapamycin is a specific inhibitor of mTOR (mammalian target of rapamycin); complexes with FKBP-12 and binds mTOR inhibiting its activity. Rapamycin inhibits interleukin-2-induced phosphorylation and activation of p70 S6 kinase and induces autophagy in yeast and mammalian cell lines. Rapamycin drives hPSC differentiation to mesendoderm and blood progenitor cells. Also used as a chemical dimerizer; rapamycin and GA₃-AM chemically inducible dimerization systems are orthogonal. Inhibits MERS-CoV infection of Huh7 cells in a plaque reduction assay. Enhances lentiviral transduction of hematopoietic stem cells.

External Portal Information

Chemicalprobes.org is a portal that offers independent guidance on the selection and/or application of small molecules for research. The use of Rapamycin is reviewed on the chemical probes website.

Technical Data for Rapamycin

M. Wt	914.18
Formula	C₅₁H₇₉NO₁₃
Storage	Store at -20°C
Purity	≥98% (HPLC)
CAS Number	53123-88-9
PubChem ID	5284616
InChi Key	QFJCIRLUMZQUOT-HPLJOQBZSA-N
Smiles	O=C([C@H](C)\C=C([C@@H](O)[C@@H](OC)C([C@@H]4C)=O)/C)C[C@]([C@H](C)C[C@H]2C[C@@H](OC)[C@H](O)CC2)([H])OC([C@@]1([H])N(C(C([C@@]3(O)[C@H](C)CC[C@](C[C@@H](/C(C)=C/C=C/C=C/[C@H](C4)C)OC)([H])O3)=O)=O)CCCC1)=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility for Rapamycin

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
Solubility	DMSO	18.28	20

Preparing Stock Solutions for Rapamycin

The following data is based on the product molecular weight 914.18.

Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
0.2 mM	5.47 mL	27.35 mL	54.69 mL
1 mM	1.09 mL	5.47 mL	10.94 mL
2 mM	0.55 mL	2.73 mL	5.47 mL
10 mM	0.11 mL	0.55 mL	1.09 mL

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References for Rapamycin

References are publications that support the biological activity of the product.

Wang Rapamycin relieves lentiviral vector transduction resistance in human and mouse hematopoietic stem cells Blood 2014 PMID: 24914132
Galluzzi Pharmacological modulation of autophagy: therapeutic potential and persisting obstacles. Nat.Rev.Drug.Discov. 2017 PMID: 28529316
Kindrachuk Antiviral potential of ERK/MAPK and PI3K/AKT/mTOR signaling modulation for Middle East Respiratory Syndrome coronavirus infection as identified by temporal kinome analysis. Antimicrob.Agents Chemother. 2015 PMID: 25487801
Miyamoto Rapid and orthogonal logic gating with a gibberellin-induced dimerization system Nat.Chem.Biol. 2012 PMID: 22446836
Nazareth A multi-lineage screen reveals mTORC1 inhibition enhances human pluripotent stem cell mesendoderm and blood progenitor production. Stem Cell Reports 2016 PMID: 27132889
Kuo Rapamycin selectively inhibits interleukin-2 activation of p70 S6 kinase. Nature 1992 PMID: 1614535
Kobayashi Rapamycin, a specific inhibitor of the mammalian target of rapamycin, suppresses lymphangiogenesis and lymphatic metastasis. Cancer Sci. 2007 PMID: 17425689
Huang Rapamycins: mechanism of action and cellular resistance. Cancer Biol.Ther. 2003 PMID: 12878853