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About This Item
実験式（ヒル表記法）:
C20H41NO2
CAS番号:
分子量:
327.55
MDL番号:
UNSPSCコード:
12352211
PubChem Substance ID:
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品質水準
アッセイ
≥98% (HPLC)
形状
film
色
colorless
保管温度
−20°C
SMILES記法
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
アプリケーション
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.
生物化学的／生理学的作用
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.
特徴および利点
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.
保管分類コード
11 - Combustible Solids
WGK
WGK 3
引火点(°F)
Not applicable
引火点(℃)
Not applicable
試験成績書（COA）
製品のロット番号・バッチ番号を入力して、試験成績書（COA） を検索できます。ロット番号・バッチ番号は、製品ラベルに「Lot」または「Batch」に続いて記載されています。
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)]
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
Sphingosine 1-phosphate receptors regulate TLR4-induced CXCL5 release from astrocytes and microglia.
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
S Kimura et al.
Biochemical pharmacology, 44(8), 1585-1595 (1992-10-20)
Neutrophils display three major functions: (i) oxidative burst, (ii) phagokinetic activity, and (iii) trans-endothelial migration. Sphingosine (SPN) is known to inhibit oxidative burst in human neutrophils via inhibition of protein kinase C (PKC). SPN is metabolically converted into N,N-dimethylsphingosine (DMS)
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
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