C2 Ceramide

• CAT Number: R020632
• CAS Number: 3102-57-6
• Molecular Formula: C20H39NO3
• Molecular Weight: 341.50
• Purity: ≥95%
• Synonyms: N-[(1S,2R,3E)-2-Hydroxy-1-(hydroxymethyl)-3-heptadecen-1-yl]acetamide; N-Acetyl-D-sphingosine; Acetyl Ceramide; N-Acetylsphingosine
• Target: Protein Ser/Thr Phosphatases
• Solubility: Soluble in DMSO > 10 mM
• Storage: Desiccate at -20°C
• IUPAC Name: N-[(E,2S,3R)-1,3-dihydroxyoctadec-4-en-2-yl]acetamide
• InChI: InChI=1S/C20H39NO3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-20(24)19(17-22)21-18(2)23/h15-16,19-20,22,24H,3-14,17H2,1-2H3,(H,21,23)/b16-15+/t19-,20+/m0/s1
• InChIKey: BLTCBVOJNNKFKC-QUDYQQOWSA-N
• SMILES: CCCCCCCCCCCCC/C=C/[C@H]([C@H](CO)NC(=O)C)O

C2 Ceramide (Cat No.:R020632) is a synthetic ceramide, a bioactive lipid molecule derived from sphingolipid metabolism. Ceramides play crucial roles in cell signaling and regulation of various cellular processes, including cell growth, differentiation, and apoptosis (programmed cell death). C2 Ceramide is commonly used in laboratory research as a tool to study the functions and signaling pathways of ceramides in cells. Its introduction into cells or organisms can induce specific cellular responses and provide insights into the complex mechanisms of sphingolipid-mediated signaling.

Reference

1. N. Di Nardo et al. “Ceramide 2 (N-acetyl sphingosine) is associated with reduction in Bcl-2 protein levels by Western blotting and with apoptosis incultured human keratinocytes” British Journal of Dermatology, Vol. 143 pp. 491-497, 20002. K. Wong, X. Li, N. Hunchuk “N-Acetylsphingosine (C2-ceramide) Inhibited Neutrophil Superoxide Formation and Calcium Influx” Journal of BiologicalChemistry, Vol. 270 pp. 3056-3052, 19953. N. S. Radin, “Killing tumours by ceramide-induced apoptosis: a critique of available drugs” Biochemical Journal, Vol. 371 pp. 243-256, 20034. N. S. Radin, “Designing anticancer drugs via the achilles heel: ceramide, allylic ketones, and mitochondria” Bioorganic and Medicinal Chemistry, Vol.11(10) pp. 2123-2142, 2003