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About This Item
Empirical Formula (Hill Notation):
C18H39NO
CAS Number:
Molecular Weight:
285.51
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
Product Name
1-deoxysphinganine, Avanti Research™ - A Croda Brand 860493P, powder
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 1 mg (860493P-1mg), pkg of 1 × 10 mg (860493P-10mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 860493P
lipid type
bioactive lipids
sphingolipids
shipped in
dry ice
storage temp.
−20°C
SMILES string
C[C@@](N)([H])[C@]([H])(O)CCCCCCCCCCCCCCC
InChI
1S/C18H39NO/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-18(20)17(2)19/h17-18,20H,3-16,19H2,1-2H3/t17-,18+/m0/s1
InChI key
YRYJJIXWWQLGGV-ZWKOTPCHSA-N
General description
1-deoxysphinganine is synthesized by the condensation of palmitic acid with alanine or glycine in the presence of enzyme serine palmitoyltransferase (SPT). It is metabolized to 1-deoxyceramides.
Application
1-deoxysphinganine may be used for the complex preparation with bovine serum albumin for cytotoxicity testing in MN9D dopaminergic neuroblastoma cell line. It is also suitable for use as a neurotoxic agent in human CD8+ T cells.
Biochem/physiol Actions
1-deoxysphinganine elicits cytotoxicity towards dorsal root ganglion (DRG) neurons by disrupting the neuronal cytoskeleton formation. High levels of 1-deoxysphinganine in diabetic patients may contribute to the reduction of pancreatic β cell functionality. In hereditary sensory and autonomic neuropathy type I, mutation in the serine palmitoyltransferase gene results in altered substrate specificity, resulting in the accumulation of 1-deoxysphinganine.
Packaging
5 mL Amber Glass Screw Cap Vial (860493P-10mg)
5 mL Amber Glass Screw Cap Vial (860493P-1mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Storage Class
11 - Combustible Solids
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Deoxysphingolipids, novel biomarkers for type 2 diabetes, are cytotoxic for insulin-producing cells
Zuellig RA, et al.
Diabetes, 63(4), 1326-1339 (2014)
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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 860493P-1MG | 04061835317349 |
| 860493P-10MG | 04061835317332 |