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D-NMAPPD

Catalog No.
C4799
ceramidase inhibitor that induces apoptosis
Grouped product items
SizePriceStock Qty
5mg
$107.00
Ship with 5-10 days
10mg
$190.00
Ship with 5-10 days
50mg
$832.00
Ship with 5-10 days

Tel: +1-832-696-8203

Email: [email protected]

Worldwide Distributors

Background

D-NMAPPD is potent inhibitor of the acid ceramidase inhibitor.

Acid ceramidase is the lipid hydrolase responsible for the degradation of ceramide into sphingosine and free fatty acids within lysosomes. Aberrant AC activity has been observed in several human cancers and Alzheimer's disease. Overexpression of AC may prevent insulin resistant (Type II) diabetes induced by free fatty acids [2].

In vitro: D-NMAPPD was a potent inhibitor of acid ceramidase with an IC50 of ~10 μmol/l. D-NMAPPD (500 μmol/l) reduced the alkaline ceramidase activity. Treatment of melanoma cells with D-NMAPPD elevated endogenous ceramide levels in all melanoma cell populations. In HaCaT keratinocytes and A375 melanoma cells, D-NMAPPD triggered Bcl-2 overexpression abolished apoptosis. High concentrations of D-NMAPPD showed significant cytotoxic effects on HaCaT and melanoma cells. In melanoma cell lines A375, M186, Mel2A, M221, treatment of with 25 μM D-NMAPPD for 24 h resulted in a strong accumulation of ceramide. D-NMAPPD inhibited cell proliferation in a concentration-dependent manner in HaCaT keratinocytes with an IC50 of ~7 μM. D-NMAPPD exhibited no antiproliferative effect on ceramide-resistant melanoma cells.

References:
[1] Raisova M, Goltz G, Bektas M, et al.  Bcl‐2 overexpression prevents apoptosis induced by ceramidase inhibitors in malignant melanoma and HaCaT keratinocytes[J]. FEBS letters, 2002, 516(1-3): 47-52.
[2] Park J H, Schuchman E H.  Acid ceramidase and human disease[J]. Biochimica et Biophysica Acta (BBA)-Biomembranes, 2006, 1758(12): 2133-2138.

Chemical Properties

Physical AppearanceA crystalline solid
StorageStore at -20°C
M.Wt422.6
Cas No.35922-06-6
FormulaC23H38N2O5
Synonyms(1R,2R)-B13,CAY10466
Solubility≤20mg/ml in ethanol;10mg/ml in DMSO;10mg/ml in dimethyl formamide
Chemical NameN-[(1R,2R)-2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]-tetradecanamide
SDFDownload SDF
Canonical SMILESOC[[email protected]@H](N([H])C(CCCCCCCCCCCCC)=O)[[email protected]](O)C1=CC=C([N+]([O-])=O)C=C1
Shipping ConditionEvaluation sample solution: ship with blue ice. All other available sizes: ship with RT, or blue ice upon request.
General tipsFor obtaining a higher solubility, please warm the tube at 37°C and shake it in the ultrasonic bath for a while. Stock solution can be stored below -20°C for several months.

Quality Control

Quality Control & MSDS

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Chemical structure

D-NMAPPD