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Join us! · InformexUSA 2012 · New Orleans, Louisiana · February 14-17, 2012 · Booth 2514

DL-threo-PDMP (hydrochloride)

Cayman Chemical Item Number 10005276

(CAS 80938-69-8)

DL-threo-PDMP (hydrochloride) (CAS 80938-69-8)

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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. DL-threo PDMP contains two of these four stereoisomers; D-threo (1R,2R) and L-threo (1S,2S) PDMP. Treatment of cultured cells with PDMP reduces the synthesis of glucosylceramide, 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 Although the L-threo isomer lacks this activity, it may be responsible for some of the other pleiotropic effects of PDMP.

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).

Formal Name N-​[2-​hydroxy-​1-​(4-​morpholinylmethyl)-​2-​phenylethyl]-​decanamide,​ monohydrochloride
CAS Number 80938-69-8
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
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CCCCCCCCCC(N([H]​)​[C@H]​([C@@H]​(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).

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

Size Price Quantity Subtotal
5 mg $19.00 $0.00
10 mg $36.00 $0.00
50 mg $152.00 $0.00
100 mg $266.00 $0.00
Bulk Contact
Cart Total $0.00

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Pricing updated 2012-02-12. Prices are subject to change without notice.

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PDMP (hydrochloride)

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