(+)-D-threo-PDMP (hydrochloride)

(+)-D-threo-PDMP is a ceramide analog and is one of the four possible stereoisomers of PDMP (Cay-62595). (+)-D-threo-PDMP is an inhibitor of glucosylceramide synthase. It inhibits glucosylceramide synthase by 50% when used at a concentration of 5 µM in an enzyme assay. (+)-D-threo-PDMP is the active component of racemic DL-threo-PDMP (Cay-10005276). In vitro, (+)-D-threo-PDMP inhibits the synthesis of glucosylceramide synthase and lactosylceramide in B16 melanoma cells when used at a concentration of 25 µM and inhibits cell binding to laminin and collagen when used at concentrations of 10 and 25 µM. It also inhibits beta-1,4-galactosyltransferase 6 (B4GALT6) and prevents lactosylceramide synthesis, which is a promotor of neuroinflammation in mice during chronic experimental autoimmune encephalomyelitis (EAE), a model of multiple sclerosis. (+)-D-threo-PDMP inhibits ganglioside biosynthesis, reduces long-term potentiation (LTP) in mouse hippocampal CA1 neurons, and impairs learning in the four-pellet taking test in mice. [Matreya, LLC. Catalog No. 1756]Formal Name: N-[(1R,2R)-2-hydroxy-1-(4-morpholinylmethyl)-2-phenylethyl]-decanamide, monohydrochloride. CAS Number: 139889-62-6. Synonyms: D-PDMP. Molecular Formula: C23H38N2O3 . HCl. Formula Weight: 427.0. Purity: >98%. Formulation: (Request formulation change), A solid. Solubility: Ethanol: Soluble, Methanol: Soluble. 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-BLDCTAJRSA-N.