Skip to Content
Merck
All Photos(2)

Key Documents

860461P

Avanti

N-C12-desoxymethylsphinganine

N-lauroyl-1-desoxymethylsphinganine (m17:0/12:0), powder

Synonym(s):

N-dodecanoyl-1-desoxymethylsphinganine (m17:0/12:0); N-C12-1-desoxyMeDHCer; 110959

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C29H59NO2
CAS Number:
Molecular Weight:
453.78
UNSPSC Code:
12352211
NACRES:
NA.25

Pricing and availability is not currently available.

Assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 1 mg (860461P-1mg)

manufacturer/tradename

Avanti Research - A Croda Brand 860461P

lipid type

sphingolipids
bioactive lipids

shipped in

dry ice

storage temp.

−20°C

General description

Commonly referred to as 1-desoxymethyldihydroceramide (1-desoxyMeDHCer), this product is the N-acylated form of 1-desoxymethylsphinganine, a potent inhibitor of sphingolipid metabolism. The biological activity of 1-desoxyMeDHCer is not clearly understood at this time.
N-C12-desoxymethylsphinganine commonly referred to as 1-deoxydihydroceramide (1-deoxyDHCer), is the N-acylated form of 1-deoxysphinganine,[1] a potent inhibitor of sphingolipid metabolism.

Biochem/physiol Actions

Ceramide synthases (CerS) catalyzes the acylation of sphingoid bases using fatty acyl-CoA and its inhibition results in decrease of desoxymethylsphinganine (N-acylsphinganines (dihydroceramides)) levels and accumulation of sphinganine (Sa). Dihydroceramides (DHCer) are intermediates of ceramide biosynthesis.[2]

Packaging

5 mL Amber Glass Screw Cap Vial (860461P-1mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

WGK

WGK 3


  • Certificates of Analysis (COA)

    Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

    Already Own This Product?

    Find documentation for the products that you have recently purchased in the Document Library.

    Visit the Document Library

    Ceramide synthase inhibition by fumonisin B1 causes accumulation of 1-deoxysphinganine a novel category of bioactive 1-deoxysphingoid bases and 1-deoxydihydroceramides biosynthesized by mammalian cell lines and animals
    Zitomer NC, et al.
    The Journal of Biological Chemistry, 284(8), 4786-4795 (2009)
    Noemi Jiménez-Rojo et al.
    Biophysical journal, 107(12), 2850-2859 (2014-12-18)
    Ceramides and dihydroceramides are N-acyl derivatives of sphingosine and sphinganine, respectively, which are the major sphingoid-base backbones of mammals. Recent studies have found that mammals, like certain other organisms, also produce 1-deoxy-(dihydro)ceramides (1-deoxyDHCers) that contain sphingoid bases lacking the 1-hydroxyl-
    Thematic Review Series: Sphingolipids. Biodiversity of sphingoid bases (?sphingosines?) and related amino alcohols
    Pruett ST, et al.
    Journal of Lipid Research, 49(8), 1621-1639 (2008)
    Sarah T Pruett et al.
    Journal of lipid research, 49(8), 1621-1639 (2008-05-24)
    "Sphingosin" was first described by J. L. W. Thudichum in 1884 and structurally characterized as 2S,3R,4E-2-aminooctadec-4-ene-1,3-diol in 1947 by Herb Carter, who also proposed the designation of "lipides derived from sphingosine as sphingolipides." This category of amino alcohols is now

    Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

    Contact Technical Service