DL-threo-PDMP (hydrochloride)

DL-threo PDMP is a mixture of ceramide analogs that contains two of the four possible stereoisomers of PDMP (Cay-62595): D-threo-(1R,2R)-PDMP and L-threo-(1S,2S)-PDMP. DL-threo-PDMP inhibits glucosylceramide synthase by 33 and 48% in MDCK cell homogenates when used at concentrations of 5 and 10 µM. It reduces the synthesis of glucosylceramide, increases cellular ceramide, and induces cell cycle arrest in vitro. The ability to inhibit glucosylceramide synthase has been found to reside in the D-threo-(1R,2R) enantiomer. The D-threo-PDMP enantiomer is also responsible for inhibition of beta-1,4-galactosyltransferase 6 and prevention of lactosylceramide synthesis, which is a promotor of neuroinflammation in mice during chronic experimental autoimmune encephalomyelitis (EAE), a model of multiple sclerosis. DL-threo-PDMP increases amyloid-beta (1-42) (Abeta42) and Abeta39 production independent of ceramide metabolism via modulation of gamma-secretase activity in HEK293 cells expressing the gamma-secretase substrate SC100. [Matreya, LLC. Catalog No. 1719]Formal Name: N-[2-hydroxy-1-(4-morpholinylmethyl)-2-phenylethyl]-decanamide, monohydrochloride. CAS Number: 80938-69-8. Molecular Formula: C23H38N2O3 . HCl. Formula Weight: 427.0. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 25 mg/ml, DMSO: 30 mg/ml, Ethanol: 50 mg/ml, Ethanol:PBS (pH 7.2) (1:5): 0.05 mg/ml. SMILES: CCCCCCCCCC(N([H])[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-,/m0./s1. InChi Key: HVJHJOYQTSEKPK-IUQUCOCYSA-N.