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D-NMAPPD (Synonyms: (1R,2R)-B13,CAY10466)

Catalog No.GC13884

Le D-NMAPPD ((1R,2R)-B13) est un inhibiteur de la céramidase acide.

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D-NMAPPD Chemical Structure

Cas No.: 35922-06-6

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1mg
40,00 $US
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5mg
149,00 $US
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10mg
278,00 $US
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50mg
1 091,00 $US
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Sample solution is provided at 25 µL, 10mM.

Description of D-NMAPPD

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 of D-NMAPPD

Cas No. 35922-06-6 SDF
Synonymes (1R,2R)-B13,CAY10466
Chemical Name N-[(1R,2R)-2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]-tetradecanamide
Canonical SMILES OC[C@@H](N([H])C(CCCCCCCCCCCCC)=O)[C@H](O)C1=CC=C([N+]([O-])=O)C=C1
Formula C23H38N2O5 M.Wt 422.6
Solubility ≤20mg/ml in ethanol;10mg/ml in DMSO;10mg/ml in dimethyl formamide Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of D-NMAPPD

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1 mg 5 mg 10 mg
1 mM 2.3663 mL 11.8315 mL 23.663 mL
5 mM 0.4733 mL 2.3663 mL 4.7326 mL
10 mM 0.2366 mL 1.1832 mL 2.3663 mL
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Average Rating: 5 ★★★★★ (Based on Reviews and 24 reference(s) in Google Scholar.)

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