D-threo-PPMP hydrochloride

• CAT Number: R067184
• CAS Number: 139889-65-9
• Molecular Formula: C29H51ClN2O3
• Molecular Weight: 511.18
• Purity: ≥95%
• Synonyms: N-[(1R,2R)-1-hydroxy-3-morpholin-4-yl-1-phenylpropan-2-yl]hexadecanamide;hydrochloride
• InChI: InChI=1S/C29H50N2O3.ClH/c1-2-3-4-5-6-7-8-9-10-11-12-13-17-20-28(32)30-27(25-31-21-23-34-24-22-31)29(33)26-18-15-14-16-19-26;/h14-16,18-19,27,29,33H,2-13,17,20-25H2,1H3,(H,30,32);1H/t27-,29-;/m1./s1
• InChIKey: ORVAUBQYJOFWFY-ZHESDOBJSA-N
• SMILES: CCCCCCCCCCCCCCCC(=O)NC(CN1CCOCC1)C(C2=CC=CC=C2)O.Cl

D-threo-PPMP hydrochloride (Cat No.: R067184) is a selective inhibitor of glucosylceramide synthase (GCS), the key enzyme in glycosphingolipid biosynthesis. By blocking GCS, it reduces glycosphingolipid production and alters cellular lipid composition, affecting membrane dynamics, signal transduction, and apoptosis. Widely used in cancer, virology, and metabolic research, D-threo-PPMP hydrochloride provides insights into the roles of glycosphingolipids in tumor progression, multidrug resistance, and viral infection. Its hydrochloride salt form improves solubility and stability, making it suitable for biochemical and cell-based studies.

Reference

[1]. Gouazé V, et, al. Glucosylceramide synthase blockade down-regulates P-glycoprotein and resensitizes multidrug-resistant breast cancer cells to anticancer drugs. Cancer Res. 2005 May 1;65(9):3861-7.
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[2]. Hernandez Y. Novel role of sphingolipid synthesis genes in regulating giardial encystation. Infect Immun. 2008 Jul;76(7):2939-49.
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[3]. Wu X, et, al. Liquid chromatography method for quantifying D-threo-1-phenyl-2-palmitoylamino-3-morpholino-1-propanol (D-threo-PPMP) in mouse plasma and liver. J Chromatogr B Analyt Technol Biomed Life Sci. 2006 Jun 6;837(1-2):44-8.
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