| Identification | Back Directory | [Name]
C22 dihydro 1-Deoxyceramide (m18:0/22:0) | [CAS]
2754280-71-0 | [Synonyms]
C22 dihydro 1-Deoxyceramide (m18:0/22:0)
N-[(1S,2R)-2-Hydroxy-1-methylheptadecyl]docosanamide | [Molecular Formula]
C40H81NO2 | [MOL File]
2754280-71-0.mol | [Molecular Weight]
608.08 |
| Chemical Properties | Back Directory | [Boiling point ]
695.5±38.0 °C(Predicted) | [density ]
0.877±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted) | [solubility ]
DMF: 20 mg/ml
DMSO: 20 mg/ml
Ethanol: 30 mg/ml
Ethanol: PBS (pH 7.2) (1:1): 0.5 mg/ml | [pka]
14.54±0.20(Predicted) |
| Hazard Information | Back Directory | [Description]
C22 dihydro 1-Deoxyceramide (m18:0/22:0) is a very long-chain atypical ceramide containing a 1-deoxysphinganine (m18:0; Item No. 13511) backbone. 1-Deoxysphingolipids are formed when serine palmitoyltransferase condenses palmitoyl-CoA with alanine instead of serine during sphingolipid synthesis.1,2 C22 dihydro 1-Deoxyceramide (m18:0/22:0) has been found in mouse embryonic fibroblasts (MEFs) following application of 1-deoxysphinganine alkyne or 1-deoxysphinganine-d3.3 It has also been found as the most prevalent dihydro deoxyceramide species in mouse brain, spinal cord, and sciatic nerve at one, three, and six months of age.4WARNING This product is not for human or veterinary use. | [References]
[1] REGULA STEINER. Elucidating the chemical structure of native 1-deoxysphingosine.[J]. Journal of Lipid Research, 2016, 57 7: 1194-1203. DOI: 10.1194/jlr.m067033
[2] I. ALECU. Cytotoxic 1-deoxysphingolipids are metabolized by a cytochrome P450-dependent pathway[S][J]. Journal of Lipid Research, 2016, 58 1: 60-71. DOI: 10.1194/jlr.m072421
[3] I. ALECU. Localization of 1-deoxysphingolipids to mitochondria induces mitochondrial dysfunction[S][J]. Journal of Lipid Research, 2016, 58 1: 42-59. DOI: 10.1194/jlr.m068676
[4] NICHOLAS U. SCHWARTZ. Quantifying 1-deoxydihydroceramides and 1-deoxyceramides in mouse nervous system tissue[J]. Prostaglandins & other lipid mediators, 2019, 141: Pages 40-48. DOI: 10.1016/j.prostaglandins.2019.02.005 |
|
|