A GlyCer synthetase inhibitor
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D-threo-PPMP (hydrochloride)

Item No. 22677

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
[R-(R*,R*)]-N-[2-hydroxy-1-(4-morpholinylmethyl)-2-phenylethyl]-hexadecanamide, monohydrochloride
CAS Number
139889-65-9
Synonyms
  • D-threo-1-phenyl-2-Palmitoylamino-3-morpholino-1-propanol
Molecular Formula
C29H50N2O3 • HCl
Formula Weight
511.2
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Ethanol: SolubleMethanol: Soluble
SMILES
O=C(CCCCCCCCCCCCCCC)N[C@H](CN1CCOCC1)[C@H](O)C2=CC=CC=C2.Cl
InChi Code
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
InChi Key
ORVAUBQYJOFWFY-ZHESDOBJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    Product Description

    D-threo-PPMP is a glucosylceramide (GlyCer) synthetase inhibitor.1,2 It is the active enanantiomer and enzymatic inhibitory component of the racemic DL-threo-PPMP (Item No. 17236). In MDCK kidney epithelial cells, D-threo-PPMP induces a 70% reduction in cell growth in vitro at 20 µM and significantly inhibits DNA synthesis at 3 µM.3 [Matreya, LLC. Catalog No. 1865]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Shen, W., Henry, A.G., Paumier, K.L., et al. Inhibition of glucosylceramide synthase stimulates autophagy flux in neurons. J. Neurochem. 129(5), 884-894 (2014).

    2. Lee, L., Abe, A., and Shayman, J.A. Improved inhibitors of glucosylceramide synthase. The Journal of Biological Chemisty 274(21), 14662-14669 (1999).

    3. Abe, A., Inokuchi, J.-i., Jimbo, M., et al. Improved inhibitors of glucosylceramide synthase. J. Biochem. 111(2), 191-196 (1992).