D-ERYTHRO-SPHINGOSINE, N,N-DIMETHYL-

Bezeichnung:D-ERYTHRO-SPHINGOSINE, N,N-DIMETHYL-

CAS-Nr119567-63-4

Englisch Name:D-ERYTHRO-SPHINGOSINE, N,N-DIMETHYL-

CBNumberCB0456649

SummenformelC20H41NO2

Molgewicht327.55

MOL-Datei119567-63-4.mol

D-ERYTHRO-SPHINGOSINE, N,N-DIMETHYL- physikalisch-chemischer Eigenschaften

Siedepunkt	447.2±45.0 °C(Predicted)
Dichte	0.921±0.06 g/cm3(Predicted)
Flammpunkt	14 °C
storage temp.	-20°C
Löslichkeit	Soluble in DMSO (up to 25 mg/ml) or in Ethanol (up to 25 mg/ml).
pka	13.72±0.20(Predicted)
Aggregatzustand	Waxy solid/Clear oil
Farbe	colorless
Stabilität	Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
CAS Datenbank	119567-63-4(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	F
R-Sätze:	11
S-Sätze:	7-16
RIDADR	UN 1170 3/PG 2
WGK Germany	1

Gefahreninformationscode (GHS)

D-ERYTHRO-SPHINGOSINE, N,N-DIMETHYL- Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R11:Leichtentzündlich.
S-Sätze Betriebsanweisung:
S7:Behälter dicht geschlossen halten.
S16:Von Zündquellen fernhalten - Nicht rauchen.
Beschreibung
N,N-Dimethylsphingosine (119567-63-4) is a synthetic derivative of D-erythro-sphingosine (Cat.# 10-2287). Endogenous sphingolipid.1?Inhibits sphingosine kinase (IC50 = 5 μM).2?N,N-Dimethylsphingosine induces apoptosis in a variety of cell lines.3
Chemische Eigenschaften
Colourless to Light Yellow Oil
Verwenden
A general modulator of protein kinases.
Verwenden
N,N-Dimethylsphingosine is an inhibitor of sphingosine kinase (SPHK). It is a natural metabolite of sphingosine in some cancer cell lines and tissues. N,N-Dimethylsphingosine inhibited U937 cell SPHK with a Ki value of 3.1 μM. N,N-Dimethylsphingosine induces apoptosis, but it is not an inhibitor of protein kinase C.
Verwenden
D-erythro-N,N-Dimethylsphingosine is general modulator of protein kinases . D-erythro-N,N-Dimethylsphingosine is implicated in neuropathic pain.
Definition
ChEBI: N,N-dimethylsphingosine is a sphingoid that is sphingosine in which the two amino hydrogens are replaced by methyl groups. It has a role as a metabolite and an EC 2.7.1.91 (sphingosine kinase) inhibitor. It is an aminodiol, a sphingoid and a tertiary amino compound. It is functionally related to a sphingosine. It is a conjugate base of a N,N-dimethylsphingosine(1+).
Allgemeine Beschreibung
Dimethyl Sphingosine (d18:1), also called as N,N-Dimethyl-d-erythro-sphingosine (DMS), is a natural sphingolipid metabolite. It is found in various tissues.
Biochem/physiol Actions
N,N-Dimethylsphingosine (DMS) is an endogenous metabolite of sphingosine produced in various tissues and tumor cell lines. N,N-Dimethylsphingosine is a potent inhbitor of sphingosine kinase. DMS levels are elevated in the spinal cord, and contributes to allodynia, in a transected-nerve model of neuropathic pain.
Einzelnachweise
1) Igarashi et al. (1990), A specific enhancing effect of N,N-dimethylsphingosine on epidermal growth factor receptor autophosphorylation. Demonstration of its endogenous occurrence (and the virtual absence of unsubstituted sphingosine) in human epidermoid carcinoma A431 cells; J. Biol. Chem., 265 5385 2) Yatomi et al. (1996), N,N-dimethylsphingosine inhibition of sphingosine kinase and sphingosine 1-phosphate activity in human platelets; Biochemistry, 35 626 3) Gude et al. (2008), Apoptosis induces expression of sphingosine kinase 1 to release sphingosine-1-phosphate as a “come-and-get-me” signal; FASEB J., 22 2629

D-ERYTHRO-SPHINGOSINE, N,N-DIMETHYL- Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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