124753-97-5 Usage
Description
C6 Ceramide is a biologically active, cell-permeable, non-physiological ceramide analog that closely mimics the effects of natural ceramides. It is an off-white powder with a longer carbon chain than C2 ceramide, making it more hydrophobic. C6 Ceramide mediates various biological activities, including apoptosis, activation of protein phosphatase 2A, and inhibition of the mitochondrial respiratory chain.
Uses
Used in Cancer Research:
C6 Ceramide is used as a chemotherapeutic agent for testing its anti-tumor effects in breast cancer cells and ovarian cancer cell lines. It is also used to test chemo-sensitization effects in cancer cells, as it induces a dramatic arrest in the G0/G1 phase of the cell cycle and activates MAP kinase.
Used in Cellular Signaling Studies:
C6 Ceramide is used as a research tool to study cellular signaling pathways. It activates protein phosphatase 2A at concentrations as low as 10 nM and inhibits diacylglycerol accumulation and phospholipase D (PLD) activation in fibroblasts.
Used in Neurobiology Research:
C6 Ceramide is used in neurobiology research to study its effects on neuronal axons, where it acts to inhibit neurite growth.
Used in Cell Biology Applications:
C6 Ceramide is used in cell biology applications to induce apoptosis in MOLT-4 leukemia cells and to enhance the expression of COX-2 in rat granulosa cells. It also stimulates the growth of bovine aortic smooth muscle cells.
Biochem/physiol Actions
C6 Ceramide (d18:1/6:0) is involved in inhibiting proliferation and inducing apoptosis. When used in combination with acid ceramidase inhibitor DM102, [(2R,3Z)-N-(1-hydroxyoctadec-3-en-2-yl)pivaloylamide], it favors cell death in human breast cancer cells lines. C6 Ceramide may serve as an adjunct in chemotherapy. It elicits anti-tumor effects via AKT (serine/threonine-specific protein kinase) dephosphorylation and α-tubulin acetylation.
Check Digit Verification of cas no
The CAS Registry Mumber 124753-97-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,4,7,5 and 3 respectively; the second part has 2 digits, 9 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 124753-97:
(8*1)+(7*2)+(6*4)+(5*7)+(4*5)+(3*3)+(2*9)+(1*7)=135
135 % 10 = 5
So 124753-97-5 is a valid CAS Registry Number.
InChI:InChI=1/C24H47NO3/c1-3-5-7-8-9-10-11-12-13-14-15-16-18-19-23(27)22(21-26)25-24(28)20-17-6-4-2/h18-19,22-23,26-27H,3-17,20-21H2,1-2H3,(H,25,28)
124753-97-5Relevant articles and documents
Synthesis and evaluation of novel phosphate ester analogs as neutral sphingomyelinase inhibitors
Imagawa, Hiroshi,Oda, Masataka,Takemoto, Takayuki,Yamauchi, Rieko,Yoshikawa, Tomomi,Yamamoto, Hirofumi,Nishizawa, Mugio,Takahashi, Hironobu,Hashimoto, Manabu,Yabiku, Kenta,Nagahama, Masahiro,Sakurai, Jun
supporting information; experimental part, p. 3868 - 3871 (2010/09/03)
A novel sphingomyelin inhibitor RY221B-a, which contains a bipyridyl moiety as a metal coordination site was designed based upon the mechanism of phosphate ester hydrolysis. RY221B-a was synthesized from N-Boc-sphingosine in three steps via selective etherification using stannyl acetal. Synthesized RY221B-a exhibited relatively-strong inhibitory activity against Bc-SMase (IC 50 = 1.2 μM).
Inhibitory activity of a ceramide library on interleukin-4 production from activated T cells
Park, Jin,Li, Qian,Chang, Young-Tae,Kim, Tae Sung
, p. 2589 - 2595 (2007/10/03)
Allergic diseases are hypersensitivity disorders associated with the production of specific immunoglobulin E (IgE) to environmental allergens. Interleukin (IL)-4, produced primarily by CD4+ T cells, is an important stimulus for the switch of th
