860493P

Avanti

1-deoxysphinganine

1-deoxysphinganine (m18:0), powder

Empirical Formula (Hill Notation):
C18H39NO
CAS Number:
Molecular Weight:
285.51
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 1 mg (860493P-1mg)
pkg of 1 × 10 mg (860493P-10mg)

manufacturer/tradename

Avanti Polar Lipids 860493P

shipped in

dry ice

storage temp.

−20°C

SMILES string

C[C@@](N)([H])[C@]([H])(O)CCCCCCCCCCCCCCC

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-1mg)
5 mL Amber Glass Screw Cap Vial (860493P-10mg)

storage_class_code

13 - Non Combustible Solids

Certificate of Analysis

Certificate of Origin

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)
Mirthe Muilwijk et al.
BMJ open diabetes research & care, 8(1) (2020-05-08)
People of South Asian origin are at high risk of type 2 diabetes (T2D), but the underpinning mechanisms are not fully understood. We determined ethnic differences in acylcarnitine, amino acid and sphingolipid concentrations and determined the associations with T2D. Associations...
Elucidating the chemical structure of native 1-deoxysphingosine
Steiner R, et al.
Journal of Lipid Research, 57(7), 1194-1203 (2016)
M F Dohrn et al.
European journal of neurology, 22(5), 806-814 (2015-01-28)
Diabetic distal sensorimotor polyneuropathy (DSPN) is a frequent, disabling complication of diabetes mellitus. There is increasing evidence that sphingolipids play a role in insulin resistance and type 2 diabetes (T2DM). Whether neurotoxic 1-deoxy-sphingolipids are elevated in DSPN patients' plasma and...

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