FTY720 (S)-Phosphate CAS: 402616-26-6
MF: C19H34NO5P
MW: 387.45
A potent agonist for EDG-1, -3, -4 and -5.

FTY720 (S)-Phosphate (CAS 402616-26-6)

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Nomi alternativi: (2S)- amino-2-[2-(4-octylphenyl)ethyl]-1-(dihydrogen phosphate)-1,3-propanediol
Applicazione: FTY720 (S)-Phosphate is a potent agonist for EDG-1, -3, -4 and -5
Numero CAS: 402616-26-6
Purezza: ≥98%
Peso molecolare: 387.45
Formula molecolare: C19H34NO5P
Solo per uso in Ricerca. Non previsto per Uso Diagnostico o Terapeutico.
* Vedere Certificato di Analisi per informazioni sul lotto specifico (incluso il contenuto d'acqua).

FTY720 (S)-Phosphate is a novel immune modulator that prolongs allograft transplant survival in numerous models by inhibiting lymphocyte emigration from lymphoid organs. Phosphorylated by sphingosine kinases in vivo, FTY720 then acts as a potent agonist at EDG-1, EDG-3, EDG-4 and EDG-5 (Endothelial differential gene). FTY720 (S)-phosphate is the single stereoisomer formed by phosphorylation of FTY720 in vivo, as determined in rats and humans. It exhibits Ki values of 2.1, 5.9, 23, and 2.2 nM for EDG-1,-3,-4 and -5, respectively, whereas the R enantiomer binds with 5-130-fold lower affinity. FTY720 (S)-phosphate causes internalization of S1P1 on lymphocytes, abrogating S1P-dependent egress of lymphocytes from lymphoid organs. It also enhances endothelial barrier function, stimulates the activity of the sphingosine transporter Abcb1 and the leukotriene C4 transporter Abcc16 and inhibits cytosolic phospholipase A2 activity.


Referenze

1. Brinkmann, V., et al. 2001. Transplantation. 72: 764-769. PMID: 11571432
2. Brinkmann, V., et al. 2002. J. Biol. Chem. 277: 21453-21457. PMID: 11967257
3. Albert, R., et al. 2005. J. Med Chem. 48: 5373-5377. PMID: 16078855
4. Kiuchi, M., et al. 2005. Bioorg. Med. Chem. 13: 425-432. PMID: 15598563
5. Brinkmann, V. 2004. Yonsei Med. J. 45: 991-997. PMID: 15627289
6. Honig, S.M., et al. 2003. J. Clin. Invest. 111: 627-637. PMID: 12618517
7. Payne, S.G., et al. Blood. 109: 1077-1085. PMID: 17008548

Stato fisico :
Solid
Solubilità :
Soluble in chloroform (~0.5 mg/ml), DMSO, and methanol (sparingly). Insoluble in water(at 25° C).
CONSERVAZIONE :
Store at -20° C
Punto di scioglimento :
195-198° C
Punto di ebollizione :
584.24° C at 760 mmHg (Predicted)
Densità :
1.17 g/cm3 (Predicted)
Indice di rifrazione :
n20D 1.54 (Predicted)
IC50 :
EDG-1: IC50 = 0.28 nM (human); EDG-6: IC50 = 2.2 nM (human); EDG-5: IC50 = 5.9 nM (human); EDG-3: IC50 = 6.3 nM (human)
Ki Data :
SIP1: Ki= 2.1 nM; SIP5: Ki= 2.2 nM; SIP3: Ki= 5.9 nM; SIP4: Ki= 23 nM
Valori pK :
pKa: 1.73 (Predicted), pKb: 10.04 (Predicted)
Solo per uso in Ricerca. Non previsto per Uso Diagnostico o Terapeutico.
PubChem CID :
Numero MDL :
MFCD09840646
SMILES :
CCCCCCCCC1=CC=C(C=C1)CC[[email protected]](CO)(COP(=O)(O)O)N

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FTY720 (S)-Phosphate (CAS 402616-26-6)  Citazioni prodotti

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PMID: # 26216939  Skrzeczyńska-Moncznik, J. et al. 2015. J. Leukoc. Biol. 98: 591-9.

PMID: # 16549044  Chiba, K. et al. 2006. Cell. Mol. Immunol. 3: 11-19.

PMID: # 15808561  Chiba, K. et al. 2005 Jan-Feb. Transplant. Proc. 37: 102-106.

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