所有图片(1)
别名:
(2R,3S,E)-2-(dimethylamino)octadec-4-ene-1,3-diol, N,N-DMS, D-erythro-N,N-dimethylsphingosine
经验公式（希尔记法）:
C20H41NO2
推荐产品
形式
liquid
包装
pkg of 1 × 5 mg (860496O-5mg)
制造商/商品名称
Avanti Polar Lipids 860496O
脂质类型
sphingolipids
运输
dry ice
储存温度
−20°C
SMILES字符串
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
一般描述
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.
应用
Dimethyl Sphingosine (d18:1) may be used:
- to investigate D-erythro-N,N-dimethylsphingosine (DMS)-induced cell death in U937 cells to understand its molecular mechanism
- to study its effects on intracellular Ca2+ concentration, pH and glutamate uptake in human 1321N1 astrocytes
- in substrate specificity studies of sphingosine methyltransferase activity in rat kidney homogenate
Dimethyl sphingosine (d18:1) has been used as an inhibitor of sphingosine kinase.
生化/生理作用
D-erythro-N,N-dimethylsphingosine (DMS) prevents the activity of sphingosine kinase and protein kinase C. It modulates cellular activities. DMS exhibits anti-cancer and apoptotic properties. It is involved in the augmentation of epidermal growth factor receptor (EGFR) and inhibition of src kinase. DMS functions as a potential therapeutic for Chagas disease cardiomyopathy through its anti-parasitic and immunomodulatory properties.
D-erythro-N,N-dimethylsphingosine (DMS) has an ability to inhibit the activity of sphingosine kinase. It also helps to study the role of sphingosine 1-phosphate (SPP) as an intracellular second messenger. DMS exhibits anti-parasitic and immunomodulatory activities. It acts as a potential therapeutic for chronic Chagas disease cardiomyopathy.
包装
5 mL Clear Glass Sealed Ampule (860496O-5mg)
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
Therapeutic effects of sphingosine kinase inhibitor N, N-dimethylsphingosine (DMS) in experimental chronic Chagas disease cardiomyopathy
Vasconcelos JF, et al.
Scientific reports, 7(1), 6171-6171 (2017)
High-throughput screening assay for sphingosine kinase inhibitors in whole blood using RapidFire mass spectrometry
Highkin MK, et al.
Journal of Biomolecular Screening, 16(2), 272-277 (2011)
N-(4-Hydroxyphenyl) retinamide increases dihydroceramide and synergizes with dimethylsphingosine to enhance cancer cell killing
Wang H, et al.
Molecular Cancer Therapeutics, 7(9), 2967-2976 (2008)
N, N-Dimethylsphingosine is a potent competitive inhibitor of sphingosine kinase but not of protein kinase C: modulation of cellular levels of sphingosine 1-phosphate and ceramide
Edsall L, et al.
Biochemistry, 37(37), 12892-12898 (1998)
Hyo-Lim Kim et al.
Prostaglandins & other lipid mediators, 86(1-4), 68-72 (2008-05-10)
Previously, we studied N,N-dimethyl-D-erythro-sphingosine (DMS)-induced cell death and signaling in U937 human monocytes; we found that DMS-induced sphingosine kinase- and PKC-independent apoptosis. In the present study, we studied apoptotic responses by three N-methyl derivatives of sphingosine: N-monomethyl-D-erythro-sphingosine (MMS), N,N,N-trimethyl-D-erythro-sphingosine (TMS)
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