860477P
Avanti
1-desoxymethylsphingosine
1-desoxymethylsphingosine (m17:1), powder
Synonym(s):
1-Deoxymethylsphingosine
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About This Item
Empirical Formula (Hill Notation):
C17H35NO
CAS Number:
Molecular Weight:
269.47
UNSPSC Code:
12352211
NACRES:
NA.25
Recommended Products
form
powder
packaging
pkg of 1 × 1 mg (860477P-1mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 860477P
lipid type
sphingolipids
bioactive lipids
shipped in
dry ice
storage temp.
−20°C
SMILES string
CCCCCCCCCCCCC/C=C/[C@](O)([H])CN
General description
1-desoxymethylsphingosine is synthesized from glycine in the presence of the enzyme serine palmitoyltransferase (SPT).
Application
1-desoxymethylsphingosine may be used for the complex preparation with bovine serum albumin for cytotoxicity testing in MN9D dopaminergic neuroblastoma cell line.
Biochem/physiol Actions
1-desoxymethylsphingosine is less neurotoxic compared to 1-desoxysphingosine in dorsal root ganglion neuronscultures Mutations in the palmitoyltransferase (SPT) in hereditary sensory neuropathy type 1 (HSAN-1), due to altered substrate specificity 1-desoxymethylsphinganine and 1-deoxy-sphinganine which are further converted to -deoxy(methyl)-ceramide and 1-deoxy(methyl)-sphingosine (1-deoxy(methyl)-SO). However, they lack the hydroxyl group essential for glycosphingolipid generation, resulting in accumulation of intermediate products.
Packaging
5 mL Amber Glass Screw Cap Vial (860477P-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)
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1-Deoxysphingolipids encountered exogenously and made de novo: dangerous mysteries inside an enigma
Duan, Jingjing and Merrill, Alfred H
The Journal of Biological Chemistry, 290(25), 15380-15389 (2015)
Ceramide sphingolipid signaling mediates Tumor Necrosis Factor (TNF)-dependent toxicity via caspase signaling in dopaminergic neurons
Martinez TN, et al.
Mol. Neurodegener., 7(1), 45-45 (2012)
Annelies Rotthier et al.
Human mutation, 32(6), E2211-E2225 (2011-05-28)
Hereditary sensory and autonomic neuropathy type I (HSAN-I) is an axonal peripheral neuropathy leading to progressive distal sensory loss and severe ulcerations. Mutations in SPTLC1 and SPTLC2, encoding the two subunits of serine palmitoyltransferase (SPT), the enzyme catalyzing the first
Hereditary sensory neuropathy type 1 is caused by the accumulation of two neurotoxic sphingolipids
Penno A, et al.
The Journal of Biological Chemistry, 285(15), 11178-11187 (2010)
Anke Penno et al.
The Journal of biological chemistry, 285(15), 11178-11187 (2010-01-26)
HSAN1 is an inherited neuropathy found to be associated with several missense mutations in the SPTLC1 subunit of serine palmitoyltransferase (SPT). SPT catalyzes the condensation of serine and palmitoyl-CoA, the initial step in the de novo synthesis of sphingolipids. Here
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