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Merck
CN

810218C

Avanti

C6-NBD Sphingomyelin

Avanti Research™ - A Croda Brand

别名:

N-[6-[(7-nitro-2-1,3-benzoxadiazol-4-yl)amino]hexanoyl]-sphingosine-1-phosphocholine

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关于此项目

经验公式（希尔记法）:
C35H61N6O9P
化学文摘社编号:
94885-04-8
分子量:
740.87
MDL编号:
MFCD01074983
UNSPSC代码:
12352211
NACRES:
NA.25

主要文件

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产品名称

C6-NBD Sphingomyelin, Avanti Research™ - A Croda Brand 810218C

方案

>99% (TLC)

表单

liquid

包装

pkg of 1 × 1 mL (810218C-1mg)

制造商/商品名称

Avanti Research™ - A Croda Brand 810218C

浓度

1 mg/mL (810218C-1mg)

运输

dry ice

储存温度

−20°C

SMILES字符串

[P](=O)([O-])(OC[C@H](NC(=O)CCCCCNc1c2n[o]nc2c(cc1)[N+](=O)[O-])[C@H](O)\C=C\CCCCCCCCCCCCC)OCC[N+](C)(C)C

InChI

1S/C35H61N6O9P/c1-5-6-7-8-9-10-11-12-13-14-15-16-18-21-32(42)30(28-49-51(46,47)48-27-26-41(2,3)4)37-33(43)22-19-17-20-25-36-29-23-24-31(40(44)45)35-34(29)38-50-39-35/h18,21,23-24,30,32,42H,5-17,19-20,22,25-28H2,1-4H3,(H2-,36,37,39,43,46,47)/b21-18+/t30-,32+/m0/s1

InChI key

YDBDYTGWMRUUSN-PERJAUJZSA-N

相关类别

一般描述

C6-NBD Sphingomyelin is a fluorescent derivative of sphingomyelin. Its fluorescent property is due to presence of NBD (2-(4-nitro-2,1,3-benzoxadiazol-7-yl) aminoethyl) group. Sphingomyelin is generally concentrated in the outer leaflet of the plasma membrane.

应用

C6-NBD Sphingomyelin is suitable to study sphingomyelin endocytosis using fluorescence microscopy.

生化/生理作用

Sphingomyelin (SM) is involved in signal transduction and membrane trafficking. It is synthesized by the transfer of phosphocholine from phosphatidylcholine onto ceramide, catalysed by sphingomyelin synthase on the cell surface and in lumen of the Golgi. SM has high packing density and affinity for sterol which offer a strong barrier to extracellular environment.

包装

5 mL Amber Glass Screw Cap Vial (810218C-1mg)

法律信息

Avanti Research is a trademark of Avanti Polar Lipids, LLC

象形图

Skull and crossbonesHealth hazard
GHS06,GHS08

警示用语：

Danger

危险分类

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3

靶器官

Central nervous system, Liver,Kidney

WGK

WGK 3

法规信息

危险化学品
易制毒化学品（2类）
此项目有

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Fluorescent and Luminescent Probes for Biological Activity (1999)
mTOR complex 1 activity is required to maintain the canonical endocytic recycling pathway against lysosomal delivery
Dauner K, et al.
The Journal of biological chemistry, 292(14), 5737-5747 (2017)
Kristin Dauner et al.
The Journal of biological chemistry, 292(14), 5737-5747 (2017-02-16)
The plasma membrane of mammalian cells undergoes constitutive endocytosis, endocytic sorting, and recycling, which delivers nutrients to the lysosomes. The receptors, along with membrane lipids, are normally returned to the plasma membrane to sustain this action. It is not known
Mark L Schultz et al.
BMC medicine, 17(1), 200-200 (2019-11-13)
Niemann-Pick disease type C is a fatal and progressive neurodegenerative disorder characterized by the accumulation of unesterified cholesterol in late endosomes and lysosomes. We sought to develop new therapeutics for this disorder by harnessing the body's endogenous cholesterol scavenging particle
Klazien Huitema et al.
The EMBO journal, 23(1), 33-44 (2003-12-20)
Sphingomyelin (SM) is a major component of animal plasma membranes. Its production involves the transfer of phosphocholine from phosphatidylcholine onto ceramide, yielding diacylglycerol as a side product. This reaction is catalysed by SM synthase, an enzyme whose biological potential can
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