An inhibitor of glucosylceramide synthetase
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L-threo-PPMP (hydrochloride)

Item No. 24525

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(1S,2S)-2-hydroxy-1-(4-morpholinylmethyl)-2-phenylethyl]-hexadecanamide, monohydrochloride
Synonyms
  • L-threo-1-phenyl-2-Palmitoylamino-3-morpholino-1-propanol
Molecular Formula
C29H50N2O3 • HCl
Formula Weight
511.2
Purity
≥98%
Formulation
A solid
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-;/m0./s1
InChi Key
ORVAUBQYJOFWFY-YDFTWFOHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $436

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    Product Description

    L-threo-PPMP is an inhibitor of glucosylceramide synthetase and isomer of D-threo-PPMP (Item No. 22677).1 It inhibits the growth of MCF-7, MDA-MB-468, and SK-BR-3 breast cancer cells (ED50s = 4, 7, and 6 μM, respectively) through damage of cell organelle membranes, increasing ceramide concentration, and induction of apoptosis. [Matreya, LLC. Catalog No. 1868]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ma, R., Decker, N.M., Anilus, V., et al. Post-translational and transcriptional regulation of glycolipid glycosyltransferase genes in apoptotic breast carcinoma cells: VII. Studied by DNA-microarray after treatment with L-PPMP. Glycoconj. J. 26(6), 647-661 (2009).