Sphingosine
Sphingosine (C22-D-erythro-Sphingosine) is a metabolite of sphingolipid and a pro-Apoptotic signaling messenger. Sphingosine induces apoptosis via Caspase-dependent, mitochondria-dependent and lysosomal affinity detergent pathways, downregulates Bcl-2 and Bcl-xL, and truncates Bid and Bax. Sphingosine is used for cancer research.
For research use only. We do not sell to patients.
- CAS No.: 134053-67-1
- Formula: C22H45NO2
- Molecular Weight:355.60
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
All Caspase Isoforms
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Biological Activity
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Bax |
Bcl-2 |
Bcl-xL |
Human Endogenous Metabolite |
Sphingosine (5-10 μM) induces apoptosis in human neutrophils[1].
Sphingosine activates JNK in HL-60 and U937 human leukemia cells, activates p38 MAPK in U937 human leukemia cells and human neutrophils (with p38 being essential for apoptosis in neutrophils), and potently inhibits ERK1/ERK2 activity in multiple leukemic and solid cancer cell lines including HL-60, U937, A431, MDA 436, and Ras-transformed 3T3 cells[1].
Sphingosine induces mitochondrion-dependent apoptosis in Jurkat, MCF-7, Hep3B, and J774 cells via cytochrome c release, mitochondrial transmembrane potential disruption, downregulation of anti-apoptotic Bcl-2/Bcl-xL, and cleavage of pro-apoptotic Bax[1].
Sphingosine induces apoptosis in Hep3B human hepatoma cells partially through inhibition of Akt kinase activity[1].
Sphingosine induces apoptosis in J774 murine macrophage-like cells via lysosomal hydrolase relocation and cathepsin-mediated signaling[1].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
| NCT Number | Sponsor | Condition | Start Date |
Phase
|
|---|---|---|---|---|
| NCT01329991 | Plexxikon| | 2011-05 | PHASE1 |
Chemical Information
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CAS No. 134053-67-1
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Molecular Weight 355.60
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Formula C22H45NO2
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SMILES
OC[C@H](N)[C@H](O)/C=C/CCCCCCCCCCCCCCCCC
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Synonyms
C22-D-erythro-Sphingosine
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Purity & Documentation
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Data Sheet (262 KB)
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SDS (252 KB)
- Français - FR (252 KB)
- Deutsch - DE (252 KB)
- Norwegian - NO (252 KB)
- Español - ES (252 KB)
- Swedish - SV (252 KB)
- Italian - IT (252 KB)
- Korean - KR (252 KB)
- Portuguese - PT (252 KB)
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Handling Instructions (2659 KB)
References
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
- Sphingosine
- 134053-67-1
- C22-D-erythro-Sphingosine
- Apoptosis
- Caspase
- Mitochondrial Metabolism
- Bcl-2 Family
- c-Src/v-Src protein kinases
- c-Jun N-terminal kinases
- cell proliferation
- p38 mitogen-activated protein kinase
- Akt kinase
- protein kinase C isoforms
- ceramidase
- ceramide
- apoptosis
- p44-ERK1/p42-ERK2
- Inhibitor
- inhibitor
- inhibit