A photoreactive analog of FTY720
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azido-FTY720

Item No. 10008612

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-amino-2-[2-(4-(1-azido-2-octylphenyl))ethyl]-1,3-propanediol
CAS Number
881914-35-8
Molecular Formula
C19H32N4O2
Formula Weight
348.5
Purity
≥98%
Formulation (Request formulation change)
A 1 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/mlEthanol: 20 mg/mlEthanol:PBS (pH 7.2) (1:1): .2 mg/ml
λmax
213, 252, 284 nm
SMILES
CCCCCCCCc1ccc(CCC(N)(CO)CO)cc1CN=[N]=N
InChi Code
InChI=1S/C19H32N4O2/c1-2-3-4-5-6-7-8-17-10-9-16(13-18(17)22-23-21)11-12-19(20,14-24)15-25/h9-10,13,24-25H,2-8,11-12,14-15,20H2,1H3
InChi Key
FLPFGLNTCQQHNS-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    100 µg

    $37

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    500 µg

    $158

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    1 mg

    $280

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    5 mg

    $1,216

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    Product 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

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description 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. The Journal of Biological Chemisty 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. The Journal of Organic Chemistry 71, 2200-2202 (2006).