FTY720 phenoxy-biotin Exclusive

Cayman Chemical Item Number 13254

FTY720 phenoxy-biotin

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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 ABCC12 and inhibits cytosolic phospholipase A2 activity.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. Biotin-FTY720 is a biotin-tagged 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.

1 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).

2 Honig, S.M., Fu, S., Mao, X., et al. FTY720 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 al. The immunosuppressant drug FTY720 inhibits cytosolic phospholipase A2 independently of sphingosine-1-phosphate receptors. Blood 109(3) 1077-1085 (2007).

Formal Name 2-​amino-​2-​[2-​(4-​octylphenyl)ethyl]-​1,​3-​propanediol-​N-​biotinoyl-​1,​5-​diampentane
Molecular Formula C27H44N4O5S · HCl
Formula Weight 573.2
Formulation A solution in ethanol
Purity ≥95%
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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OCC(N)​(CO)​CCC1=CC=C(OCCCCCCNC(CCCC[C@H]​2SC[C@]​(N3)​([H]​)​[C@@]​2([H]​)​NC3=O)​=O)​C=C1.Cl
InCHI Code
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​1S/C27H44N4O5S.ClH/c28-27(18-32,19-33)​14-13-20-9-11-21(12-10-20)​36-16-6-2-1-5-15-29-24(34)​8-4-3-7-23-25-22(17-37-23)​30-26(35)​31-25;/h9-12,22-23,25,32-33H,1-8,13-19,28H2,(H,29,34)​(H2,30,31,35)​;1H/t22-,23-,25-;/m1./s1
InCHI Key
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GZMFMKCTYQRSAN-MNRXJBBMSA-N

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Size Price Quantity Subtotal
100 µg $26.00 $0.00
500 µg $117.00 $0.00
1 mg $208.00 $0.00
5 mg $910.00 $0.00
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Cart Total $0.00

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Pricing updated 2014-04-18. Prices are subject to change without notice.

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Related Products

FTY720
FTY720 Phosphate
NBD-FTY720 phenoxy (hydrochloride)

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