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Merck

860496O

Avanti

Dimethyl Sphingosine (d18:1)

N,N-dimethyl-D-erythro-sphingosine, neat oil

Synonim(y):

(2R,3S,E)-2-(dimethylamino)octadec-4-ene-1,3-diol, N,N-DMS, D-erythro-N,N-dimethylsphingosine

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About This Item

Wzór empiryczny (zapis Hilla):
C20H41NO2
Numer CAS:
Masa cząsteczkowa:
327.55
Kod UNSPSC:
12352211
NACRES:
NA.25

Postać

liquid

opakowanie

pkg of 1 × 5 mg (860496O-5mg)

producent / nazwa handlowa

Avanti Research - A Croda Brand 860496O

typ lipidu

sphingolipids

Warunki transportu

dry ice

temp. przechowywania

−20°C

ciąg SMILES

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

Klucz InChI

YRXOQXUDKDCXME-YIVRLKKSSA-N

Opis ogólny

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.

Zastosowanie

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.

Działania biochem./fizjol.

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.

Opakowanie

5 mL Clear Glass Sealed Ampule (860496O-5mg)

Informacje prawne

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Kod klasy składowania

10 - Combustible liquids

Klasa zagrożenia wodnego (WGK)

WGK 3

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable


Certyfikaty analizy (CoA)

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Masz już ten produkt?

Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.

Odwiedź Bibliotekę dokumentów

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)
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)
Hongtao Wang et al.
Molecular cancer therapeutics, 7(9), 2967-2976 (2008-09-16)
Fenretinide [N-(4-hydroxyphenyl)retinamide (4-HPR)] is cytotoxic in many cancer cell types. Studies have shown that elevation of ceramide species plays a role in 4-HPR cytotoxicity. To determine 4-HPR activity in a multidrug-resistant cancer cell line as well as to study ceramide
Hyo-Lim Kim et al.
Prostaglandins & other lipid mediators, 86(1-4), 18-25 (2008-03-05)
In the present study, we studied N,N-dimethyl-D-erythro-sphingosine (DMS)-induced cell death and its signaling mechanism in U937 human monocytes. We found that DMS induced cell death in a concentration-dependent manner, while sphingosine 1-phosphate did not. DMS also induced DNA fragmentation, nuclear

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