860473P
Avanti
1-desoxymethylsphinganine
Avanti Research™ - A Croda Brand 860473P, powder
Synonym(s):
1-desoxymethylsphinganine (m17:0)
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About This Item
Empirical Formula (Hill Notation):
C17H37NO
CAS Number:
Molecular Weight:
271.48
UNSPSC Code:
12352211
NACRES:
NA.25
Recommended Products
form
powder
packaging
pkg of 1 × 1 mg (860473P-1mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 860473P
lipid type
bioactive lipids
sphingolipids
shipped in
dry ice
storage temp.
−20°C
SMILES string
NC[C@]([H])(O)CCCCCCCCCCCCCCC
General description
1-desoxymethylsphinganine is synthesized by the condensation of alanine with palmitoyl-CoA.
Application
1-desoxymethylsphinganine is suitable for use for testing its cytotoxic effects on primary neuron-glia cultures. It is also suitable for use as a neurotoxic agent in human CD8+ T cells. In hereditary sensory and autonomic neuropathy type I, mutations in serine palmitoyltransferase long chain base subunit 1 resulting in altered substrate specificity and accumulation of 1.
Biochem/physiol Actions
1-desoxymethylsphinganine is neurotoxic towards CD8+ T cells and inhibits cytokine production. However, it is not cytotoxic to dopaminergic neurons.
Packaging
5 mL Amber Glass Screw Cap Vial (860473P-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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Mutations in the SPTLC2 subunit of serine palmitoyltransferase cause hereditary sensory and autonomic neuropathy type I
Rotthier A, et al.
American Journal of Human Genetics, 87(4), 513-522 (2010)
Loss of Neurological Disease HSAN-I-Associated Gene SPTLC2 Impairs CD8+ T Cell Responses to Infection by Inhibiting T Cell Metabolic Fitness
Wu J, et al.
Immunity, 50(5), 1218-1231 (2019)
Nicholas C Zitomer et al.
The Journal of biological chemistry, 284(8), 4786-4795 (2008-12-20)
Fumonisin B(1) (FB(1)) is a mycotoxin that inhibits ceramide synthases (CerS) and causes kidney and liver toxicity and other disease. Inhibition of CerS by FB(1) increases sphinganine (Sa), Sa 1-phosphate, and a previously unidentified metabolite. Analysis of the latter by
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)
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-
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