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D-NMAPPD

(Synonyms: (1R,2R)-B13,CAY10466) 目录号 : GC13884

A ceramidase inhibitor

D-NMAPPD Chemical Structure

Cas No.:35922-06-6

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1mg
¥397.00
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5mg
¥1,491.00
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10mg
¥2,776.00
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50mg
¥10,913.00
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Sample solution is provided at 25 µL, 10mM.

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产品描述

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

Cas No. 35922-06-6 SDF
别名 (1R,2R)-B13,CAY10466
化学名 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
分子式 C23H38N2O5 分子量 422.6
溶解度 ≤20mg/ml in ethanol;10mg/ml in DMSO;10mg/ml in dimethyl formamide 储存条件 Store at -20°C
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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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