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PDMP (hydrochloride)

Cayman Chemical Item Number 62595

(CAS 73257-80-4)

PDMP (hydrochloride) (CAS 73257-80-4)

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Description

PDMP is a ceramide analog first prepared in a search for inhibitors of glucosylceramide synthase.1 PDMP has two adjacent chiral centers (C1 and C2) allowing for the formation of four possible isomers. PDMP contains all four of these stereoisomers. Treatment of cultured cells with PDMP reduces the synthesis of sphingosine and its derivatives, increases cellular ceramide, and induces cell cycle arrest.2 The ability to inhibit glucosylceramide synthase has been found to reside in the D-threo (1R,2R) enantiomer.3 Other activities, such as alkaline ceramidase inhibition and cytotoxicity, may involve interactions between PDMP isomers and/or direct activities of the other three isomeric PDMP compounds.4

1 Vunnam, R.R., and Radin, N.S. Analogs of ceramide that inhibit glucocerebroside synthetase in mouse brain. Chem Phys Lipids 26 265-278 (1980).

2 Rani, C.S.S., Abe, A., Chang, Y., et al. Cell cycle arrest induced by an inhibitor of glucosylceramide synthase. Correlation with cyclin-dependent kinases. J Biol Chem 270(6) 2859-2867 (1995).

3 Abe, A., Radin, N.S., Shayman, J.A., et al. Structural and stereochemical studies of potent inhibitors of glucosylceramide synthase and tumor cell growth. J Lipid Res 36 611-621 (1995).

4 Bielawska, A., Greenberg, M.S., Perry, D., et al. (1S,2R)-D-erythro-2-(N-myristoylamino)-1-phenyl-1-propanol as an inhibitor of ceramidase. J Biol Chem 271 12646-12654 (1996).

Formal Name N-​[2-​hydroxy-​1-​(4-​morpholinylmethyl)-​2-​phenylethyl]-​decanamide,​ monohydrochloride
CAS Number 73257-80-4
Molecular Formula C23H38N2O3 · HCl
Formula Weight 427.0
Formulation A crystalline solid
Purity >98%
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
Copy SMILES to clipboard
CCCCCCCCCC(N([H]​)​C(C(O)​C1=CC=CC=C1)​CN2CCOCC2)​=O.Cl

Background Reading

Vunnam, R.R., and Radin, N.S. Analogs of ceramide that inhibit glucocerebroside synthetase in mouse brain. Chem Phys Lipids 26 265-278 (1980).

Rani, C.S.S., Abe, A., Chang, Y., et al. Cell cycle arrest induced by an inhibitor of glucosylceramide synthase. Correlation with cyclin-dependent kinases. J Biol Chem 270(6) 2859-2867 (1995).

Abe, A., Radin, N.S., Shayman, J.A., et al. Structural and stereochemical studies of potent inhibitors of glucosylceramide synthase and tumor cell growth. J Lipid Res 36 611-621 (1995).

Bielawska, A., Greenberg, M.S., Perry, D., et al. (1S,2R)-D-erythro-2-(N-myristoylamino)-1-phenyl-1-propanol as an inhibitor of ceramidase. J Biol Chem 271 12646-12654 (1996).

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PDMP (hydrochloride) is available in the following screening library:

Size Price Quantity Subtotal
10 mg $33.00 $0.00
25 mg $78.00 $0.00
50 mg $149.00 $0.00
100 mg $264.00 $0.00
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Cart Total $0.00

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Pricing updated 2012-05-26. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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