| Identification | Back Directory | [Name]
2-amino-2-[2-(3-azido-4-octylphenyl)ethyl]propane-1,3-diol | [CAS]
881914-35-8 | [Synonyms]
2-amino-2-[2-(3-azido-4-octylphenyl)ethyl]propane-1,3-diol | [Molecular Formula]
C19H32N4O2 | [MOL File]
881914-35-8.mol | [Molecular Weight]
348.483 |
| Chemical Properties | Back Directory | [Melting point ]
63-65 °C | [storage temp. ]
Store at -20°C | [solubility ]
DMF: 20 mg/ml; DMSO: 20 mg/ml; Ethanol: 20 mg/ml; Ethanol:PBS (pH 7.2) (1:1): .2 mg/ml |
| Hazard Information | Back Directory | [Description]
FTY720 is a derivative of ISP-1 (myriocin), a fungal metabolite of the Chinese herb Iscaria sinclarii as well as a structural analog of sphingosine. It is a novel immune modulator that prolongs allograft transplant survival in numerous models by inhibiting lymphocyte emigration from lymphoid organs.1 FTY720 is phosphorylated by sphingosine kinase, which then acts as a potent agonist at four of the sphingosine-1-phosphate (S1P) receptors (S1P1, S1P3, S1P4, and S1P5).2 Down-regulation of S1P1 receptors on T and B lymphocytes by FTY720 results in defective egress of these cells from spleen, lymph nodes, and Peyer’s patch.3 azido-FTY720 is a highly photoreactive analog of FTY720 that can be used to identify receptor binding sites for this ligand.4 | [Uses]
Azido-FTY720 is a photoactivatable analogue of FTY720. Azido-FTY720 is used for identifying binding sites between FTY720 and its receptors[1]. Azido-FTY720 is a click chemistry reagent, it contains an Azide group and can undergo copper-catalyzed azide-alkyne cycloaddition reaction (CuAAc) with molecules containing Alkyne groups. It can also undergo strain-promoted alkyne-azide cycloaddition (SPAAC) reactions with molecules containing DBCO or BCN groups. | [References]
1. Brinkmann, V., Pinschewer, D.D., Feng, L., et al. FTY720: Altered lymphocyte traffic results in allograft protection Transplantation 72(5),764-769(2001).
2. Brinkmann, V., Davis, M.D., Heise, C.E., et al. The immune modulator FTY720 targets sphingosine 1-phosphate receptors J. Biol. Chem. 277(24),21453-21457(2002).
3. Matloubian, M., Lo, C.G., Cinamon, G., et al. Lymphocyte egress from thymus and peripheral lymphoid organs is dependent on S1P receptor 1 Nature 427(6972),355-360(2004).
4. Sun, C., and Bittman, R. A photoreactive analogue of the immunosuppressant FTY720 J. Org. Chem. 71,2200-2202(2006). |
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