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454863 Sigma-Aldrich

D-erythro-MAPP - CAS 143492-38-0 - Calbiochem

A synthetic analog of ceramide.

Synonym: (1S,2R)-D- erythro-2-(N-Myristoylamino)-1-phenyl-1-propanol, AC Inhibitor II, Acid Ceramidase Inhibitor II, D-e-MAPP, (1S,2R)-D-erythro-2-(N-Myristoylamino)-1-phenyl-1-propanol, AC Inhibitor II, Acid Ceramidase Inhibitor II, D-e-MAPP, D-erythro-MAPP - CAS 143492-38-0 - Calbiochem

  • CAS Number 143492-38-0

  • Empirical Formula (Hill Notation) C23H39NO2

  • Molecular Weight 361.56

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Properties

Quality Level   100
assay   ≥98% (NMR)
form   solid
mfr. no.   Calbiochem®
storage condition   OK to freeze
storage conditions   -20C
solubility   ethanol: 5 mg/mL
shipped in   ambient
InChI   1S/C23H39NO2/c1-3-4-5-6-7-8-9-10-11-12-16-19-22(25)24-20(2)23(26)21-17-14-13-15-18-21/h13-15,17-18,20,23,26H,3-12,16,19H2,1-2H3,(H,24,25)/t20-,23-/m1/s1
InChI key   YLAZEWZHIRBZDA-NFBKMPQASA-N

Description

General description

A synthetic analog of ceramide. Shown to selectively inhibit alkaline ceramidase both in vitro and in HL-60 cells (IC50 = 1-5 µM for alkaline ceramidase versus IC50 > 500 µM for acid ceramidase). This inhibition results in over 3-fold increase in endogenous ceramide in treated cells due to lack of breakdown of ceramide to sphingosine.

A synthetic analog of ceramide. Shown to selectively inhibit alkaline ceraminidase both in vitro and in HL-60 cells (IC50 = 1-5 µM for alkaline ceramides versus IC50 >500 µM for acid ceraminidase). This inhibition results in and over 3-fold increase in endogenous ceramide in treated cells due to a lack of breakdown of ceramide to sphingosine.

Packaging

1 mg in Plastic ampoule

Biochem/physiol Actions

Cell permeable: yes

Primary Target
Alkaline ceramidase

Product does not compete with ATP.

Reversible: no

Target IC50: 1-5 µM for alkaline ceramidase versus > 500 µM for acid ceramidase

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 1 month at -20°C.

Other Notes

Bielawska, A., et al. 1996. J. Biol. Chem. 271, 12646.
Hannun, Y.A. 1996. Science274, 1855.

Safety & Documentation

Safety Information

Safety Information for this product is unavailable at this time.
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