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860493P

Avanti

1-deoxysphinganine

Avanti Polar Lipids 860493P, powder

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别名:
1-deoxysphinganine (m18:0)
经验公式（希尔记法）:
C18H39NO
CAS号:
196497-48-0
分子量:
285.51
NACRES:
NA.25

形式

powder

包装

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

制造商/商品名称

Avanti Polar Lipids 860493P

脂质类型

bioactive lipids
sphingolipids

运输

dry ice

储存温度

−20°C

SMILES字符串

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

一般描述

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.

应用

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.

生化/生理作用

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.

包装

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

储存分类代码

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)
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
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)
Irina Alecu et al.
Journal of lipid research, 58(1), 60-71 (2016-11-23)
The 1-deoxysphingolipids (1-deoxySLs) are atypical sphingolipids (SLs) that are formed when serine palmitoyltransferase condenses palmitoyl-CoA with alanine instead of serine during SL synthesis. The 1-deoxySLs are toxic to neurons and pancreatic β-cells. Pathologically elevated 1-deoxySLs cause the inherited neuropathy, hereditary
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)
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