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Fenretinide is intended for use as an internal standard for the quantification of fenretinide by GC- or LC-MS. Fenretinide is a synthetic derivative of retinoic acid and an inhibitor of dihydroceramide desaturase (IC₅₀ = 2.32 μM). It promotes the generation of reactive oxygen species (ROS), the degradation of anti-apoptotic MCL-1, and the cleavage of pro-apoptotic PKCδ. At 5-20 μM, fenretinide selectively activates retinoic acid receptor γ (RARγ) and is reported to inhibit the growth of Caov-3, OVCAR-3, and SKOV3 ovarian cancer cells with IC₅₀ values of 3.7, 6.9, and 8.2 μM, respectively. It also increases activity of serine palmitoyl transferase (SPT) by 1.75-fold and induces caspase-dependent apoptosis in BMEC cells (IC₅₀ = 2.4 μM). Fenretinide prevents lipid-induced reductions in insulin-stimulated glucose uptake in isolated rat soleus muscle. In vivo, fenretinide (10 mg/ml in drinking water) reduces liver and soleus muscle neutral lipid content and inhibits high-fat diet-induced increases in dihydroceramide desaturase transcription.

Fenretinide-d4, is the labeled analogue of Fenretinide (F250000), which is a synthetic analog of Vitamin A.

[1] MEHRDAD RAHMANIYAN. Identification of dihydroceramide desaturase as a direct in vitro target for fenretinide.[J]. The Journal of Biological Chemistry, 2011: 24754-24764. DOI: 10.1074/jbc.m111.250779
[2] VIVIAN R RUVOLO. Role for PKC δ in Fenretinide-Mediated Apoptosis in Lymphoid Leukemia Cells.[J]. Journal of signal transduction, 2010: 584657. DOI: 10.1155/2010/584657
[3] JA FONTANA  AK R. Classical and novel retinoids: their targets in cancer therapy[J]. Leukemia, 2002, 16 4: 463-472. DOI: 10.1038/sj.leu.2402414
[4] SHENGQUAN LIU. Synthesis of Flexible Sulfur-Containing Heteroarotinoids That Induce Apoptosis and Reactive Oxygen Species with Discrimination between Malignant and Benign Cells[J]. Journal of Medicinal Chemistry, 2004, 47 4: 999-1007. DOI: 10.1021/jm030346v
[5] ANAT ERDREICH-EPSTEIN. Ceramide signaling in fenretinide-induced endothelial cell apoptosis.[J]. The Journal of Biological Chemistry, 2002, 277 51: 49531-49537. DOI: 10.1074/jbc.m209962200
[6] BENJAMIN T BIKMAN. Fenretinide prevents lipid-induced insulin resistance by blocking ceramide biosynthesis.[J]. The Journal of Biological Chemistry, 2012, 287 21: 17426-17437. DOI: 10.1074/jbc.m112.359950