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Merck
CN

860811P

Avanti

12:0(2R-OH) Ceramide

Avanti Polar Lipids 860811P, powder

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别名:
N-(2′-(R)-hydroxylauroyl)-D-erythro-sphingosine
经验公式(希尔记法):
C30H59NO4
分子量:
497.79
UNSPSC代码:
12352211
NACRES:
NA.25

形式

powder

包装

pkg of 1 × 5 mg (860811P-5mg)

制造商/商品名称

Avanti Polar Lipids 860811P

脂质类型

sphingolipids

运输

dry ice

储存温度

−20°C

SMILES字符串

CCCCCCCCCCCCC/C=C/[C@@H](O)[C@@H](NC([C@H](O)CCCCCCCCCC)=O)CO

一般描述

Ceramides containing 2-hydroxy fatty acid (hFA) are found primarily in the epidermis. 12:0(2R-OH) Ceramide is a 2R hydroxylated lauric acid-containing ceramide.

生化/生理作用

Hydroxy fatty acid (hFA)-sphingolipids play a specific role in cell signaling. Synthesis of hFA-ceramides requires fatty acid 2-hydroxylase (FA2H). Mutations of this key enzyme are associated with the development of nervous system disorders such as leukodystrophy and spastic paraparesis in humans. hFA-ceramides are essential for the epidermal permeability barrier function. The mechanism of action for an antitumor drug, PM02734 involves hFA-ceramides in the cell membrane.

包装

5 mL Amber Glass Screw Cap Vial (860811P-5mg)

WGK

WGK 3


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Levels of SCS7/FA2H-mediated fatty acid 2-hydroxylation determine the sensitivity of cells to antitumor PM02734
Herrero AB, et al.
Cancer research, 68(23), 9779-9787 (2008)
Normal fur development and sebum production depends on fatty acid 2-hydroxylase expression in sebaceous glands
Maier H, et al.
The Journal of Biological Chemistry, 286(29), 25922-25934 (2011)
Fatty acid 2-Hydroxylation in mammalian sphingolipid biology
Hama H, et al.
Biochimica et Biophysica Acta - Molecular and Cell Biology of Lipids, 1801(4), 405-414 (2010)
Helena Maier et al.
The Journal of biological chemistry, 286(29), 25922-25934 (2011-06-02)
2-Hydroxylated fatty acid (HFA)-containing sphingolipids are abundant in mammalian skin and are believed to play a role in the formation of the epidermal barrier. Fatty acid 2-hydroxylase (FA2H), required for the synthesis of 2-hydroxylated sphingolipids in various organs, is highly
Hiroko Hama
Biochimica et biophysica acta, 1801(4), 405-414 (2009-12-23)
2-Hydroxy fatty acids (hFA) are important components of a subset of mammalian sphingolipids. The presence of hFA in sphingolipids is best described in the nervous system, epidermis, and kidney. However, the literature also indicates that various hFA-sphingolipids are present in

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