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Merck
CN

860477P

Avanti

1-desoxymethylsphingosine

1-desoxymethylsphingosine (m17:1), powder

别名:

1-Deoxymethylsphingosine

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About This Item

经验公式(希尔记法):
C17H35NO
分子量:
269.47
MDL编号:
UNSPSC代码:
12352211
NACRES:
NA.25

表单

powder

包装

pkg of 1 × 1 mg (860477P-1mg)

制造商/商品名称

Avanti Research - A Croda Brand 860477P

脂质类型

sphingolipids
bioactive lipids

运输

dry ice

储存温度

−20°C

SMILES字符串

CCCCCCCCCCCCC/C=C/[C@](O)([H])CN

InChI

1S/C17H35NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-17(19)16-18/h14-15,17,19H,2-13,16,18H2,1H3/b15-14+/t17-/m1/s1

InChI key

NTZGVZKEAIALQE-IAOULYHDSA-N

一般描述

1-desoxymethylsphingosine is synthesized from glycine in the presence of the enzyme serine palmitoyltransferase (SPT).

应用

1-desoxymethylsphingosine may be used for the complex preparation with bovine serum albumin for cytotoxicity testing in MN9D dopaminergic neuroblastoma cell line.

生化/生理作用

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.

包装

5 mL Amber Glass Screw Cap Vial (860477P-1mg)

法律信息

Avanti Research is a trademark of Avanti Polar Lipids, LLC

储存分类代码

11 - Combustible Solids

WGK

WGK 3


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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)
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)
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
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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