| Identification | Back Directory | [Name]
Decanamide, N-[(1R,2S)-2-hydroxy-1-(4-morpholinylmethyl)-2-phenylethyl]-, hydrochloride (1:1), rel- | [CAS]
80943-40-4 | [Synonyms]
Decanamide, N-[(1R,2S)-2-hydroxy-1-(4-morpholinylmethyl)-2-phenylethyl]-, hydrochloride (1:1), rel- | [Molecular Formula]
C23H39ClN2O3 | [MOL File]
80943-40-4.mol | [Molecular Weight]
427.03 |
| Chemical Properties | Back Directory | [solubility ]
DMF: 25 mg/mL; DMSO: 30 mg/mL; Ethanol: 50 mg/mL; Ethanol:PBS(pH 7.2) (1:5): 0.05 mg/mL | [form ]
A solid | [color ]
White to off-white |
| Hazard Information | Back Directory | [Description]
DL-erythro-PDMP is a mixture of ceramide analogs that contains two of the four possible stereoisomers of PDMP : D-erythro-(1S,2R)-PDMP and L-erythro-(1R,2S)-PDMP.1,2 It protects glucosylceramide (GlcCer) synthase from degradation and increases the level of ceramide in MDCK cells when used at a concentration of 40 μM.2 Unlike DL-threo-PDMP, DL-erythro-PDMP does not inhibit GlcCer synthase, but it does inhibit UDP galactose:ceramide galactosyltransferase by 27% in mouse brain microsomes when used at a concentration of 100 μM.3 It inhibits the growth of isolated rabbit skin fibroblasts when used at a concentration of 50 μM but is cytotoxic at concentrations higher than 50 μM.4 [Matreya, LLC. Catalog No. 1755] | [Uses]
D,L-erythro-PDMP hydrochloride is an erythro isomer of PDMP. D,L-erythro-PDMP hydrochloride causes growth inhibition of cultured rabbit skin fibroblasts. PDMP is an effective inhibitor of UDP-glucose:ceramide glucosyltransferase[1][2]. | [References]
1. Vunnam, R.R., and Radin, N.S. Analogs of ceramide that inhibit glucocerebroside synthetase in mouse brain Chem. Phys. Lipids 26(3),265-278(1980).
2. Abe, A., Radin, N.S., and Shayman, J.A. Induction of glucosylceramide synthase by synthase inhibitors and ceramide Biochim. Biophys. Acta 1299(3),333-341(1996).
3. Inokuchi, J.i., and Radin, N.S. Preparation of the active isomer of 1-phenyl-2-decanoylamino-3-morpholino-1-propanol, inhibitor of murine glucocerebroside synthetase J. Lipid Res. 28(5),565-571(1987).
4. Uemura, K., Sugiyama, E., Tamai, C., et al. Effect of an inhibitor of glucosylceramide synthesis on cultured rabbit skin fibroblasts J. Biochem. 108(4),525-530(1990). |
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