| Identification | Back Directory | [Name]
racFTY720 Phosphate | [CAS]
402615-91-2 | [Synonyms]
FTY-P
FTY720-P
FTY-P-d4
FTY720-P-d4
FTY720 Phosphate
racFTY720 Phosphate
FingoliMod phosphate
FingoliMod phosphate D4
rac FTY720-d4 Phosphate
2-AMino-2-(HydroxyMethyl)-4-(4-Octylphenyl)Butyl Dihydrogen Phosphate
2-Amino-2-[2-(4-octylphenyl)ethyl]-1,3-propanediol 1-(Dihydrogen Phosphate)
2-AMino-2-[2-(4-octylphenyl)ethyl]-1,3-propanediol-d4 1-(Dihydrogen Phosphate)
2-Amino-2-[2-(4-octylphenyl)ethyl]-1,3-propanediol Mono(dihydrogen phosphate) Ester
2-AMino-2-[2-(4-octylphenyl)ethyl]-1,3-propanediol-d4 Mono(dihydrogen phosphate) Ester | [Molecular Formula]
C19H34NO5P | [MDL Number]
MFCD18251416 | [MOL File]
402615-91-2.mol | [Molecular Weight]
387.451 |
| Chemical Properties | Back Directory | [Appearance]
White Solid | [Melting point ]
122-124°C | [storage temp. ]
Hygroscopic, -20°C Freezer, Under Inert Atmosphere | [solubility ]
Chloroform : Methanol (Slightly, Heated), Methanol (Slightly, Heated) | [form ]
Solid | [color ]
White to Off-White | [Stability:]
Hygroscopic |
| Hazard Information | Back Directory | [Chemical Properties]
White Solid | [Uses]
Labelled rac FTY720 (F805010). rac FTY720 is a sphingosine 1-phosphate receptor modular, ameliorates experimental autoimmune encephalomyelitis by inhibition of T cell infiltration. | [Definition]
ChEBI: Fingolimod phosphate is a primary amino compound that is fingolimod in which one on the hydroxy groups has been converted into its dihydrogen phosphate derivative. It is the active metabolite of fingolimod. It has a role as an antineoplastic agent, an immunosuppressive agent and a sphingosine-1-phosphate receptor agonist. It is a monoalkyl phosphate, a primary amino compound and a primary alcohol. It is functionally related to a fingolimod. | [Biological Activity]
fty720 is sphingosine-1-phosphate (s1p) receptors agonist [1]. fty720 is a novel immunomodulatory agent derived from isp-1 (myriocin), a fungal metabolite that exists in traditional chinese herbal medicine. in higher eukaryotes, s1p is the ligand for five g-protein-coupled receptors. these s1p receptors are differentially expressed and regulate vascular maturation, angiogenesis, cardiac development and immunity. s1p receptors are important for directed cell movement [2]. | [in vitro]
the phosphorylated fty720 acted as agonist for a family of g protein-coupled receptors in vitro. fty720 inhibited sphingosine-1-phosphate lyase activity [3]. fty720 phosphate acted as a potent agonist at sphingosine-1-phosphate (s1p) receptors s1p1, s1p3, s1p4, and s1p5 with ic50 values of 0.2-6 nm [3]. | [in vivo]
in a variety of transplant and autoimmune models, fty720 was efficacious without inducing a generalized immunosuppressed state. fty720 was effective in human kidney transplantation. fty720 elicited lymphopenia resulting from a reversible redistribution of lymphocytes from circulation to secondary lymphoid tissues by unknown mechanisms. in a rodent model of multiple sclerosis, the phosphorylated fty720 compound was a potent agonist at four s s1p receptors. phosphorylation of fty720 acted through sphingosine 1-phosphate signaling pathways to modulate chemotactic responses and lymphocyte trafficking [1]. fty720 was phosphorylated in vivo. in mice, treatment with fty720 inhibited tissue sphingosine-1-phosphate lyase activity, whereas lyase gene and protein expression were not significantly affected [3]. | [References]
[1] brinkmann v, davis m d, heise c e, et al. the immune modulator fty720 targets sphingosine 1-phosphate receptors[j]. journal of biological chemistry, 2002, 277(24): 21453-21457.
[2] spiegel s, milstien s. sphingosine-1-phosphate: an enigmatic signalling lipid[j]. nature reviews molecular cell biology, 2003, 4(5): 397-407.
[3] bandhuvula p, tam y y, oskouian b, et al. the immune modulator fty720 inhibits sphingosine-1-phosphate lyase activity[j]. journal of biological chemistry, 2005, 280(40): 33697-33700. |
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