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ChemicalBook--->CAS DataBase List--->139889-53-5

139889-53-5

139889-53-5 Structure

139889-53-5 Structure
IdentificationBack Directory
[Name]

1R,2R-(+)-1-phenyl-2-palMitoylaMino-3-N-Morpholine-1-propanol
[CAS]

139889-53-5
[Synonyms]

D-threo-PPMP (PPMP)
1R,2R-(+)-1-phenyl-2-palMitoylaMino-3-N-Morpholine-1-propanol
N-[(1R,2R)-2-hydroxyl-1-(4-monopholinylmethyl)-2-phenylethyl]decanamid
1R,2R-(+)-1-PHENYL-2-PALMITOYLAMINO-3-N-MORPHOLINE-1-PROPANOL;D-THREO-PPMP
Hexadecanamide, N-[(1R,2R)-2-hydroxy-1-(4-morpholinylmethyl)-2-phenylethyl]-
[Molecular Formula]

C29H50N2O3
[MDL Number]

MFCD22495353
[MOL File]

139889-53-5.mol
[Molecular Weight]

474.72
Hazard InformationBack Directory
[Description]

D-threo-PPMP also known as 1R,2R-(+)-1-phenyl-2-palmitoylamino-3-N-morpholine-1-propanol, is a bioactive sphingolipid. It plays a vital role in regulation of ceramide metabolism. D-threo-PPMP influences cytokinesis failure and glycosylation by inhibiting glucosyl ceramide synthase (GCS). D-threo-PPMP also stops acylation reaction by inhibiting the activity of 1-O-acylceramide synthase (1-O-ACS).
[in vitro]

On the other hand, D-threo-1-phenyl-2-palmitoylamino-3-morpholino-1-propanol (PPMP), an inhibitor of glucosylceramide synthesis, blocked karyokinesis and reduced cyst production in culture. PPMP also altered the expression of cyst wall protein transcripts in encysting cells._x000D_ _x000D_ Reference: Infect Immun. 2008 Jul;76(7):2939-49. https://pubmed.ncbi.nlm.nih.gov/18426892/
[target]

D-threo-PPMP is a potent inhibitor of glucosylceramide (GlcCer) synthase.
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