Rapamycin

Rapamycin is a macrolide compound obtained from Streptomyces hygroscopicus that acts by selectively blocking the transcriptional activation of cytokines thereby inhibiting cytokine production.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.

CAT No: Z10-101-156

CAS No:53123-88-9

Synonyms/Alias:Sirolimus; Rapamune; 53123-88-9; AY 22 989; I 2190A

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M.F/Formula
C51H79NO13
M.W/Mr.
914.18
Labeling Target
Serine/threonine-protein kinase mTOR
Application
Rapamycin is a potent immunosuppressant, and have both antifungal and antineoplastic properties.
Appearance
White to off-white solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Activity
Inhibitor
Biological Activity
Rapamycin, a specific inhibitor of mTOR, has been shown to be useful in the treatment of certain diseases.
Areas of Interest
Immunosuppressant; Lymphangioleiomyomatosis (LAM)
Functions
Tfiiic-class transcription factor binding
Target
mTOR

Rapamycin, also known as sirolimus, is a macrolide compound originally isolated from the bacterium Streptomyces hygroscopicus. Characterized by its complex structure and high specificity, rapamycin has established itself as a powerful tool in molecular and cellular biology research. Its unique ability to selectively inhibit the mechanistic target of rapamycin (mTOR) pathway has made it indispensable for probing cellular growth, proliferation, and metabolic regulation. The compound's solubility profile and stability further enhance its suitability for diverse experimental setups, ranging from in vitro cell culture assays to advanced in vivo studies. Researchers value rapamycin for its well-documented bioactivity, which enables precise modulation of signaling cascades implicated in a variety of physiological and pathological contexts.

Cell Signaling Research: Rapamycin is extensively utilized to investigate the mTOR signaling pathway, a central regulator of cell growth, metabolism, and survival. By binding to the FKBP12 protein and subsequently inhibiting mTOR complex 1 (mTORC1), rapamycin allows scientists to dissect the downstream effects of mTOR modulation on protein synthesis, autophagy, and cellular metabolism. Its application in these studies has contributed significantly to our understanding of how cells respond to nutrient availability and stress, thus informing broader research into cellular adaptation and homeostasis.

Cancer Biology Studies: In oncology research, sirolimus is employed to explore the intricate relationship between mTOR activity and tumorigenesis. Researchers use it to model the effects of mTOR pathway inhibition on cancer cell proliferation, angiogenesis, and metabolic reprogramming. By incorporating rapamycin into in vitro and in vivo experimental systems, investigators can elucidate the mechanisms by which mTOR dysregulation contributes to malignancy and identify potential targets for future therapeutic intervention.

Aging and Longevity Research: Rapamycin has gained prominence in studies focused on the biology of aging. Scientists leverage its capacity to modulate mTOR signaling to examine its effects on lifespan and age-related physiological decline in various model organisms. Through these experiments, researchers aim to unravel the molecular underpinnings of aging and to identify pathways that may be manipulated to promote healthy longevity. The insights gained from such studies are instrumental in advancing our understanding of the aging process and the molecular drivers of age-associated diseases.

Immunology and Transplantation Science: As a potent modulator of immune cell function, rapamycin plays a critical role in immunological research. By selectively inhibiting T-cell activation and proliferation, it facilitates the study of immune tolerance, autoimmunity, and graft acceptance in transplantation models. Researchers utilize rapamycin to clarify the cellular and molecular mechanisms that govern immune responses, enabling the development of novel strategies to modulate immune activity in various experimental settings.

Metabolic Disease Models: In metabolic research, sirolimus is employed to dissect the role of mTOR signaling in disorders such as obesity, diabetes, and metabolic syndrome. By modulating mTOR activity, researchers can investigate its impact on insulin sensitivity, lipid metabolism, and energy homeostasis. These studies provide valuable insights into the pathophysiology of metabolic diseases and inform the development of targeted interventions for metabolic dysregulation.

Neuroscience Investigations: Rapamycin is increasingly recognized as a valuable tool in neuroscience, where it is used to study neuronal growth, synaptic plasticity, and neurodegenerative processes. Through inhibition of mTOR signaling in neuronal cells and animal models, researchers can explore the molecular basis of learning, memory, and neuroprotection. These investigations help to elucidate the complex interplay between cellular signaling pathways and brain function, advancing our knowledge of neurological disorders and potential avenues for intervention.

Long-term Storage Conditions
Soluble in DMSO, not in water
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Short-term Storage Conditions
Dry, dark and at 0 - 4 °C
Solubility
-20 °C
Organism
Human
InChI
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
Isomeric SMILES
C[C@@H]1CC[C@H]2C[C@@H](/C(=C/C=C/C=C/[C@H](C[C@H](C(=O)[C@@H]([C@@H](/C(=C/[C@H](C(=O)C[C@H](OC(=O)[C@@H]3CCCCN3C(=O)C(=O)[C@@]1(O2)O)[C@H](C)C[C@@H]4CC[C@H]([C@@H](C4)OC)O)C)/C)O)OC)C)C)/C)OC
BoilingPoint
973.0±75.0 °C at 760 mmHg
Melting Point
183-185°C

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