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

• CAT Number: R043772
• CAS Number: 139889-62-6
• Molecular Formula: C23H38N2O3 • HCl
• Molecular Weight: 427
• Purity: ≥95%
• Synonyms: N-[(1R,2R)-2-hydroxy-1-(4-morpholinylmethyl)-2-phenylethyl]-decanamide, monohydrochloride
• Storage: -20°C
• InChI: 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
• InChIKey: HVJHJOYQTSEKPK-BLDCTAJRSA-N
• SMILES: CCCCCCCCCC(N[C@@H]([C@H](O)C1=CC=CC=C1)CN2CCOCC2)=O.Cl

(+)-D-threo-PDMP is a glucosylceramide (GlyCer) synthetase inhibitor with an IC50 value of 5 µM in vitro. The (+)-D-threo (1R,2R) isomer is the active inhibitory component of the racemic DL-threo-PDMP (Item No. 10005276). In vitro, (+)-D-threo-PDMP inhibits the synthesis of GlyCer and lactosylceramide in B16 melanoma cells and inhibits cell binding to laminin and collagen with IC50 values of 10-25 µM.

Reference

1.Vunnam, R.R., and Radin, N.S. Analogs of ceramide that inhibit glucocerebroside synthetase in mouse brain. Chemistry and Physics of Lipids 26, 265-278 (1980).