A mixture of PDMP isomers
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DL-erythro-PDMP (hydrochloride)

Item No. 22676

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
rel-N-[(1R,2S)-2-hydroxy-1-(4-morpholinylmethyl)-2-phenylethyl]-decanamide, monohydrochloride
CAS Number
80943-40-4
Molecular Formula
C23H38N2O3 • HCl
Formula Weight
427.0
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 30 mg/mlEthanol: 50 mg/mlEthanol:PBS(pH 7.2) (1:5): 0.05 mg/ml
SMILES
CCCCCCCCCC(N[C@@H]([C@@H](O)C1=CC=CC=C1)CN2CCOCC2)=O.Cl
InChi Code
InChI=1S/C23H38N2O3.ClH/c1-2-3-4-5-6-7-11-14-22(26)24-21(19-25-15-17-28-18-16-25)23(27)20-12-9-8-10-13-20;/h8-10,12-13,21,23,27H,2-7,11,14-19H2,1H3,(H,24,26);1H/t21-,23+;/m1./s1
InChi Key
HVJHJOYQTSEKPK-QRIJJCFISA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    100 mg

    $235

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    Product Description

    DL-erythro-PDMP is a mixture of ceramide analogs that contains two of the four possible stereoisomers of PDMP (Item No. 62595): 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]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description 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).