D,L-THREO-1-PHENYL-2-DECANOYLAMINO-3-MORPHOLINO-1-PROPANOL HCL
D,L-THREO-1-PHENYL-2-DECANOYLAMINO-3-MORPHOLINO-1-PROPANOL HCL Basic information
- Product Name:
- D,L-THREO-1-PHENYL-2-DECANOYLAMINO-3-MORPHOLINO-1-PROPANOL HCL
- Synonyms:
-
- N-[2-HYDROXY-1-(4-MORPHOLINYLMETHYL)-2-PHENYLETHYL]-DECANAMIDE, MONOHYDROCHLORIDE
- (+/-)-THREO-PDMP HYDROCHLORIDE
- (+/-)-THREO-1-PHENYL-2-DECANOYLAMINO-3-MORPHOLINO-1-PROPANOL HYDROCHLORIDE
- 1-PHENYL-2-DECANOYLAMINO-3-MORPHOLINO-1-PROPANOL, HCL
- DL-PDMP
- D,L-THREO-1-PHENYL-2-DECANOYLAMINO-3-MORPHOLINO-1-PROPANOL HCL
- D,L-THREO-PDMP HCL
- DL-THREO-PDMP, HYDROCHLORIDE
- CAS:
- 80938-69-8
- MF:
- C23H39ClN2O3
- MW:
- 427.03
- Mol File:
- 80938-69-8.mol
D,L-THREO-1-PHENYL-2-DECANOYLAMINO-3-MORPHOLINO-1-PROPANOL HCL Chemical Properties
- storage temp.
- -20°C
- solubility
- DMF: 25 mg/ml; DMSO: 30 mg/ml; Ethanol: 50 mg/ml; Ethanol:PBS (pH 7.2) (1:5): 0.05 mg/ml
- form
- White solid
MSDS
- Language:English Provider:SigmaAldrich
D,L-THREO-1-PHENYL-2-DECANOYLAMINO-3-MORPHOLINO-1-PROPANOL HCL Usage And Synthesis
Description
DL-threo PDMP is a mixture of ceramide analogs that contains two of the four possible stereoisomers of PDMP : 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 β-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-β (1-42) (Aβ42) and Aβ39 production independent of ceramide metabolism via modulation of γ-secretase activity in HEK293 cells expressing the γ-secretase substrate SC100. [Matreya, LLC. Catalog No. 1719]
Uses
DL-threo-PDMP can deplete cells and mice of their glucosphinolipids.
Biochem/physiol Actions
Glucosylceramide synthase inhibitor; blocks formation of glucosylceramide from ceramide.
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