Přejít k obsahu
Merck
Všechny fotografie(1)

Hlavní dokumenty

Zobrazit celou dokumentaci

SML0311

Sigma-Aldrich

N,N-Dimethylsphingosine

≥98% (HPLC)

Synonyma:

N,N-Dimethylsphingosine, (2S,3R,4E)-2-(Dimethylamino)-4-octadecene-1,3-diol, D-Erythro-N,N-Dimethylsphingosine, DMS, Dimethylsphingosine

Přihlásitk zobrazení cen stanovených pro organizaci a smluvních cen
Všechny fotografie(1)

About This Item

Empirický vzorec (Hillův zápis):
C20H41NO2
Číslo CAS:
119567-63-4
Molekulová hmotnost:
327.55
MDL number:
MFCD02259309
UNSPSC Code:
12352211
PubChem Substance ID:
329825316
NACRES:
NA.77

assay

≥98% (HPLC)

form

film

color

colorless

storage temp.

−20°C

SMILES string

OC[C@@](N(C)C)([H])[C@]([H])(O)/C=C/CCCCCCCCCCCCC

InChI

1S/C20H41NO2/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)19(18-22)21(2)3/h16-17,19-20,22-23H,4-15,18H2,1-3H3/b17-16+/t19-,20+/m0/s1

InChI key

YRXOQXUDKDCXME-YIVRLKKSSA-N

Hledáte podobné produkty? Navštivte Průvodce porovnáváním produktů

Application

N,N-Dimethylsphingosine has been used as an internal standard in liquid chromatography with tandem mass spectrometry (LC-MS-MS) for psychosine quantification in fibroblasts from twitcher (TWI) and wild type mice. It has also been used as an inhibitor of sphingosine kinase (SphK) to investigate the role of SphK in enhancing lipopolysaccharide (LPS)-mediated chemokine expression.

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.
N,N-Dimethylsphingosine is an endogenous metabolite of sphingosine produced in various tissues and tumor cell lines. N,N-Dimethylsphingosine is a potent inhbitor of sphingosine kinase.

Features and Benefits

This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Vyberte jednu z posledních verzí:

Osvědčení o analýze (COA)

Lot/Batch Number
0000245710
0000245710
0000136578
0000116307
0000116308

Nevidíte správnou verzi?

Potřebujete-li konkrétní verzi, můžete vyhledat daný certifikát podle čísla dávky nebo čísla šarže.

Vyhledat COA

Již tento produkt vlastníte?

Dokumenty související s produkty, které jste v minulosti zakoupili, byly za účelem usnadnění shromážděny ve vaší Knihovně dokumentů.

Navštívit knihovnu dokumentů

Christopher C Wendler et al.
Developmental biology, 291(2), 264-277 (2006-01-26)
Sphingosine-1-phosphate (S1P) is a biologically active sphingolipid metabolite that exerts important effects on numerous cellular events via cell surface receptors, S1P(1-5). S1P influences differentiation, proliferation, and migration during vascular development. However, the effects of S1P signaling on early cardiac development
A Muscella et al.
British journal of pharmacology, 153(1), 34-49 (2007-11-21)
We showed previously that a new Pt complex containing an O,O'-chelated acetylacetonate ligand (acac) and a dimethylsulphide in the Pt coordination sphere, [Pt(O,O'-acac)(gamma-acac)(DMS)], induces apoptosis in HeLa cells. The objective of this study was to investigate the hypothesis that [Pt(O,O'-acac)(gamma-acac)(DMS)]
Sinead A O'Sullivan et al.
Journal of neurochemistry, 144(6), 736-747 (2018-01-30)
Sphingosine 1-phosphate receptors (S1PR) are G protein-coupled and compose a family with five subtypes, S1P1R-S1P5R. The drug Gilenya® (Novartis, Basel, Switzerland) (Fingolimod; FTY720) targets S1PRs and was the first oral therapy for patients with relapsing-remitting multiple sclerosis (MS). The phosphorylated
K Endo et al.
Cancer research, 51(6), 1613-1618 (1991-03-15)
Sphingosine (SPN) has been claimed to be a negative modulator of transmembrane signaling through protein kinase C (PK-C) or some yet unidentified mechanism [for review see Y. A. Hannun and R. M. Bell, Science (Washington DC), 243: 500-507, 1989]. N,N-Dimethylsphingosine
Y Igarashi et al.
The Journal of biological chemistry, 265(10), 5385-5389 (1990-04-05)
Our previous study suggested that N,N-dimethylsphingosine, but not unsubstituted sphingosine, could be a modulator of protein kinase C in epidermoid carcinoma A431 cells, since N,N-dimethyl-D-erythrosphingenine showed a stronger stereospecific effect on protein kinase C activity in comparison with N,N-dimethyl-L-erythrosphingenine, unsubstituted
Zobrazit všechny související dokumenty

Sortimentní položky

Discover Bioactive Small Molecules for Kinase Phosphatase Biology

Discover Bioactive Small Molecules for Kinase Phosphatase Biology

Náš tým vědeckých pracovníků má zkušenosti ve všech oblastech výzkumu, včetně přírodních věd, materiálových věd, chemické syntézy, chromatografie, analytiky a mnoha dalších..

Obraťte se na technický servis.