Fluorescently-labeled FTY720 analog
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NBD-FTY720 phenoxy (hydrochloride)

Item No. 16841

Technical Information
Formal Name
2-amino-2-[2-[4-[[6-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]hexyl]oxy]phenyl]ethyl]-1,3-propanediol, monohydrochloride
CAS Number
2319882-09-0
Molecular Formula
C23H31N5O6 • HCl
Formula Weight
Purity
≥96%
A 1 mg/ml solution in methanol:chloroform (1:1)
DMF: 20 mg/mlDMSO: 10 mg/mlEthanol: 20 mg/mlEthanol:PBS(pH 7.2) (1:1): 0.5 mg/ml
λmax
269, 335, 468 nm
SMILES
OCC(N)(CO)CCC1=CC=C(C=C1)OCCCCCCNC2=CC=C([N+]([O-])=O)C3=NON=C23.Cl
InChi Code
InChI=1S/C23H31N5O6.ClH/c24-23(15-29,16-30)12-11-17-5-7-18(8-6-17)33-14-4-2-1-3-13-25-19-9-10-20(28(31)32)22-21(19)26-34-27-22;/h5-10,25,29-30H,1-4,11-16,24H2;1H
InChi Key
HYXNNTOWDYHBFK-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    FTY720 is an immune modulator that down-regulates sphingosine-1-phosphate (S1P) receptors,1 enhances the activity of the sphingosine transporter Abcb1 and the leukotriene C4 transporter Abcc1, and inhibits cytosolic phospholipase A2 activity.2,3 It is known that some of the effects of FTY720 require its phosphorylation by sphingosine kinases in vivo, with FTY720-phosphate binding to and down-regulating S1P receptors. NBD-FTY720 is a fluorescently-labeled analog of FTY720. The hydroxy methyl side chain of FTY720 that is targeted for phosphorylation by sphingosine kinases is retained in this analog, suggesting that it would likewise be phosphorylated in vivo.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Brinkmann, V., Davis, M.D., Heise, C.E., et alThe immune modulator FTY720 targets sphingosine 1-phosphate receptors. The Journal of Biological Chemisty 277(24), 21453-21457 (2002).

    2. Honig, S.M., Fu, S., Mao, X., et alFTY720 stimulates multidrug transporter- and cysteinyl leukotriene-dependent T cell chemotaxis to lymph nodes. J. Clin. Invest. 111(5), 627-637 (2003).

    3. Payne, S.G., Oskeritizian, C.A., Griffiths, R., et alThe immunosuppressant drug FTY720 inhibits cytosolic phospholipase A2 independently of sphingosine-1-phosphate receptors. Blood 109(3), 1077-1085 (2007).