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SML0311

N,N-Dimethylsphingosine

≥98% (HPLC)

Synonym(s):

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

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Size/SKUAvailabilityPrice
5 mg
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$103.00

About This Item

Empirical Formula (Hill Notation):
C20H41NO2
CAS Number:
Molecular Weight:
327.55
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352211
MDL number:
Assay:
≥98% (HPLC)
Form:
film

$103.00


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Quality Segment

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

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.

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This Item
D3630S4257C7980
description

≥98% (HPLC)

description

≥98% (HPLC)

description

≥98%, powder

description

≥97% (TLC), solid

form

film

form

powder

form

powder

form

solid

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98%

assay

≥97% (TLC)

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

200

storage temp.

−20°C

storage temp.

-

storage temp.

−20°C

storage temp.

−20°C

color

colorless

color

-

color

light yellow

color

white


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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