DL-threo-PPMP (hydrochloride)
DL-threo-PPMP (hydrochloride) is an inhibitor of glucosylceramide synthase [1].
Glucosylceramide synthase (GCS) is a pervasive enzyme inherent to intracellular ceramide metabolism. The enzyme has been involved in catalyzing the transfer of glucose to ceramide, which is the principle committed step in glycolipid biosynthesis. GCS has been involved in the cytotoxic response of cancer cells to chemotherapy. Glucosylceramide synthase-based sphingolipids have been identified as important mediators of a variety of cellular functions, including proliferation, differentiation, development, and cell-cell recognition [2].
DL-threo-PPMP was a ceramide analog. DL-threo-PPMP inhibited the activity of glucosylceramide synthase with an IC50 value between 2 and 20 μM. It has been used to study the role of glucosylceramide synthase in cell growth, apoptosis, and autophagy [1].
References:
[1] Lee L, Abe A, Shayman J A. Improved inhibitors of glucosylceramide synthase[J]. Journal of Biological Chemistry, 1999, 274(21): 14662-14669.
[2] Bleicher R J, Cabot M C. Glucosylceramide synthase and apoptosis[J]. Biochimica et biophysica Acta (BBA)-Molecular and Cell Biology of Lipids, 2002, 1585(2): 172-178.
| Physical Appearance | A crystalline solid |
| Storage | Store at -20°C |
| M.Wt | 511.2 |
| Cas No. | 139974-41-7 |
| Formula | C29H50N2O3·HCl |
| Synonyms | DL-threo-1-Phenyl-2-palmitoylamino-3-morpholino-1-propanol |
| Solubility | ≤10mg/ml in ethanol;20mg/ml in DMSO;5mg/ml in dimethyl formamide |
| Chemical Name | rel-N-[(1R,2R)-2-hydroxy-1-(4-morpholinylmethyl)-2-phenylethyl]-hexadecanamide, monohydrochloride |
| SDF | Download SDF |
| Canonical SMILES | O=C(CCCCCCCCCCCCCCC)N[C@H](CN1CCOCC1)[C@H](O)C2=CC=CC=C2.Cl |
| Shipping Condition | Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice. |
| General tips | We do not recommend long-term storage for the solution, please use it up soon. |
Quality Control & MSDS
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Purity = 98.00%
- COA (Certificate Of Analysis)
- MSDS (Material Safety Data Sheet)
Chemical structure
