D-ERYTHRO-SPHINGOSINE
- CAS No.
- 123-78-4
- Chemical Name:
- D-ERYTHRO-SPHINGOSINE
- Synonyms
- SPHINGOSINE;D-SPHINGOSINE;Sphingosine (d18:1);CEREBROSIDE;Sphingenine;SPHINGOSINE, D-ERYTHRO;(2S,3R,E)-2-aMinooctadec-4-ene-1,3-diol;BRAIN, BOVINE;4-SPHINGENINE;D-Sphingenine
- CBNumber:
- CB1262764
- Molecular Formula:
- C18H37NO2
- Molecular Weight:
- 299.49
- MDL Number:
- MFCD00036751
- MOL File:
- 123-78-4.mol
- MSDS File:
- SDS
Melting point | 74.2-78.1 °C |
---|---|
Boiling point | 440.8°C (rough estimate) |
Density | 0.9758 (rough estimate) |
refractive index | 1.5000 (estimate) |
storage temp. | -20°C |
solubility | chloroform: 20 mg/mL, clear, colorless to very faintly yellow |
pka | 11.80±0.45(Predicted) |
form | Powder or Waxy Solid |
color | White to cream |
Merck | 14,8747 |
BRN | 1727294 |
Stability | Stable. Incompatible with strong acids, strong bases, strong oxidizing agents. |
InChIKey | WWUZIQQURGPMPG-KRWOKUGFSA-N |
CAS DataBase Reference | 123-78-4 |
FDA UNII | NGZ37HRE42 |
SAFETY
Risk and Safety Statements
Symbol(GHS) | GHS07 |
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Signal word | Warning | |||||||||
Hazard statements | H315-H319-H335 | |||||||||
Precautionary statements | P261-P271-P280 | |||||||||
Safety Statements | 22-24/25 | |||||||||
WGK Germany | 3 | |||||||||
F | 1-8-10 | |||||||||
HS Code | 29221985 | |||||||||
NFPA 704 |
|
D-ERYTHRO-SPHINGOSINE price More Price(32)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich | 44066 | D-Sphingosine ≥98.0% (TLC) | 123-78-4 | 50mg | $513 | 2023-06-20 | Buy |
Sigma-Aldrich | 44066 | D-Sphingosine ≥98.0% (TLC) | 123-78-4 | 250mg | $1870 | 2023-06-20 | Buy |
TCI Chemical | S0874 | D-Sphingosine >96.0%(GC) | 123-78-4 | 25mg | $170 | 2024-03-01 | Buy |
Alfa Aesar | J63584 | D-erythro-Sphingosine, 99+% | 123-78-4 | 10mg | $98.65 | 2024-03-01 | Buy |
Alfa Aesar | J63584 | D-erythro-Sphingosine, 99+% | 123-78-4 | 25mg | $189.65 | 2024-03-01 | Buy |
D-ERYTHRO-SPHINGOSINE Chemical Properties,Uses,Production
Description
Sphingosine (123-78-4) is an inhibitor of protein kinase C (IC50 = 1-3 μM).1 It is abundant in cell membranes and is an important mediator in various biochemical pathways.2-4
Chemical Properties
White Crystalline Solid
Uses
Sphingosine (d18:1) has been used:
- for sphingosine inhalations studies in mice to evaluate its therapeutic potential in respiratory epithelial cells
- to investigate its effect on Pseudomonas aeruginosa strains
- as a standard in liquid chromatography tandem mass spectrophotometry for the quantification of epidermal ceramides
Uses
Selective inhibitor of protein kinase C activity and phorbol dibutyrate binding in vitro in human platelets; does not inhibit protein kinase A or myosin light chain kinase; inhibits calmodulin-dependent enzymes; natural isomer of sphingosine
Uses
D-erythro-Sphingosine is used to inhibits protein kinase C and calmodulin-dependent enzymes, induces apoptosis. And also used to constituent of cell membranes.
Definition
cerebroside: Any one of a class ofglycolipids in which a single sugarunit is bound to a sphingolipid. The most commoncerebrosides are galactocerebrosides,containing the sugar group galactose;they are found in the plasma membranesof neural tissue and are abundantin the myelin sheaths ofneurones.
General Description
Sphingosine (d18:1) is a spingoid base present in plant and animals. It has 2-amino-1,3-diol functionality and its extraction from animal tissue is laborious. Sphingosine (d18:1) synthesis is performed by chirospecific method using D-galactose.
Biological Activity
Inhibitor of protein kinase C and calmodulin-dependent enzymes, but may stimulate mast cells by activation of protein kinase C.
Biochem/physiol Actions
A constituent of cell membranes. Precursor of ceramide. Selective inhibitor of protein kinase C, but does not inhibit protein kinase?A or myosin light chain kinase. Inhibitor of calmodulin-dependent enzymes.
Purification Methods
D-Sphingosine is purified by recrystallisation from EtOAc, Et2O or pet ether (60-80o). It is insoluble in H2O but is soluble in Me2CO, EtOH and MeOH. It has IR bands at 1590 and 875 cm-1, and is characterised as the tribenzoate m 122-123o (from 95% EtOH). [Tipton Biochemical Preparations 9 127 1962.]
References
1) Merrill et al., (1989) Structural requirements for long-chain (sphingoid) base inhibition of protein kinase C in vitro and for the cellular effects of these compounds; Biochemistry, 28 3138 2) Ohanian and Ohanian (2001) Sphingolipids in mammalian cell signaling; Cell. Mol. Life Science, 58 2053 3) Ruvolo (2003) Intracellular signal transduction pathways activated by ceramide and its metabolites; Pharm. Res., 47 383 4) Olivier (2002) Sphingosine in apoptosis signaling; Biochim. Biophys. Acta, 1585 153
D-ERYTHRO-SPHINGOSINE Preparation Products And Raw materials
Raw materials
Preparation Products
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
Hebei Weibang Biotechnology Co., Ltd | +8615531157085 | abby@weibangbio.com | China | 8811 | 58 |
Hebei Mojin Biotechnology Co., Ltd | +86 13288715578 +8613288715578 | sales@hbmojin.com | China | 12840 | 58 |
BINBO BIOLOGICAL CO.,LTD | +8618629063126 | info@binbobiological.com | China | 377 | 58 |
Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21634 | 55 |
Nanjing ChemLin Chemical Industry Co., Ltd. | 025-83697070 | product@chemlin.com.cn | CHINA | 3009 | 60 |
ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 32957 | 60 |
career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29882 | 58 |
Shenzhen Nexconn Pharmatechs Ltd | +86-755-89396905 +86-15013857715 | admin@nexconn.com | China | 10310 | 58 |
BOC Sciences | +1-631-485-4226 | inquiry@bocsci.com | United States | 19553 | 58 |
Chongqing Chemdad Co., Ltd | +86-023-6139-8061 +86-86-13650506873 | sales@chemdad.com | China | 39894 | 58 |
View Lastest Price from D-ERYTHRO-SPHINGOSINE manufacturers
Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
---|---|---|---|---|---|---|---|---|
2024-11-25 | D-ERYTHRO-SPHINGOSINE
123-78-4
|
US $1.00 / KG | 1KG | 99% | 10 mt | Hebei Weibang Biotechnology Co., Ltd | ||
2024-11-22 | D-erythro-Sphingosine
123-78-4
|
US $0.00 / Kg | 1000Kg | 98.0% | 1kg/month | WUHAN FORTUNA CHEMICAL CO., LTD | ||
2024-11-19 | D-ERYTHRO-SPHINGOSINE
123-78-4
|
US $39.00-113.00 / mg | ≥98% | 10g | TargetMol Chemicals Inc. |
- D-ERYTHRO-SPHINGOSINE
123-78-4
- US $1.00 / KG
- 99%
- Hebei Weibang Biotechnology Co., Ltd
- D-erythro-Sphingosine
123-78-4
- US $0.00 / Kg
- 98.0%
- WUHAN FORTUNA CHEMICAL CO., LTD
- D-ERYTHRO-SPHINGOSINE
123-78-4
- US $39.00-113.00 / mg
- ≥98%
- TargetMol Chemicals Inc.
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