| Identification | Back Directory | [Name]
1-deoxysphingosine (M18:1) | [CAS]
193222-34-3 | [Synonyms]
1-deoxysphingosine
1-deoxysphingosine (M18:1)
1-Deoxysphingosine (m18:1(4E))
4-Octadecen-3-ol, 2-amino-, (2S,3R,4E)-
1-DEOXYSPHINGOSINE (M18:1);1-DEOXYSPHINGOSINE | [Molecular Formula]
C18H37NO | [MOL File]
193222-34-3.mol | [Molecular Weight]
283.49 |
| Chemical Properties | Back Directory | [Boiling point ]
404.3±33.0 °C(Predicted) | [density ]
0.882±0.06 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
DMF: 10 mg/ml; DMSO: 2 mg/ml; Ethanol: miscible | [form ]
A crystalline solid | [pka]
12.14±0.45(Predicted) |
| Hazard Information | Back Directory | [Description]
1-Deoxysphingosine (m18:1(4E)) is an atypical sphingolipid that contains a double bond at the 4E native position and is formed when serine palmitoyltransferase condenses palmitoyl-CoA with alanine instead of serine during sphingolipid synthesis.1,2 Plasma levels of 1-deoxysphingosine (m18:1(4E)) are increased in patients with chronic idiopathic axonal neuropathy (CIAP) and diabetic distal symmetrical polyneuropathy (DSPN).3 | [Uses]
1-Deoxysphingosine is elevated in lymphoblasts of individuals with hereditary sensory neuropathy type 1 (HSAN1) disorder; it features a (4E) double bond in its structure and is produced through the catabolism of 1-deoxyceramide catalyzed by the ceramidase enzyme, classifying it as an unsaturated deoxy-sphingoid base. | [storage]
Store at -20°C | [References]
1. Steiner, R., Saied, E.M., Othman, A., et al. Elucidating the chemical structure of native 1-deoxysphingosine J. Lipid Res. 57(7),1194-1203(2016).
2. Alecu, I., Othman, A., Penno, A., et al. Cytotoxic 1-deoxysphingolipids are metabolized by a cytochrome P450-dependent pathway J. Lipid Res. 58(1),60-71(2017).
3. Hube, L., Dohrn, M.F., Karsai, G., et al. Metabolic syndrome, neurotoxic 1-deoxysphingolipids and nervous tissue inflammation in chronic idiopathic axonal polyneuropathy (CIAP) PLoS One 12(1):e0170583,(2017). |
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Merck KGaA
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Creative Enzymes
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