Merck
CN

860821P

Avanti

22:0(2R-OH) Ceramide

Avanti Polar Lipids 860821P, powder

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别名:
N-(2′-(R)-hydroxybehenoyl)-D-erythro-sphingosine
经验公式(希尔记法):
C40H79NO4
CAS号:
分子量:
638.06
NACRES:
NA.25

形式

powder

包装

pkg of 1 × 5 mg (860821P-5mg)

manufacturer/tradename

Avanti Polar Lipids 860821P

lipid type

sphingolipids

运输

dry ice

储存温度

−20°C

SMILES string

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

一般描述

Hydroxy fatty acid (hFA)-sphingolipids are highly found in the myelin sheath. 2-hydroxy fatty acids (hFA) ceramides are present in the surface epithelium of the skin. 22:0(2R-OH) Ceramide is a unique ceramide containing 22C long chain base fatty acid (behenic acid)-with 2′-hydroxyl group in R configuration.

生化/生理作用

Hydroxy fatty acid (hFA)-sphingolipids play a vital role in cell signaling, cell differentiation and apoptosis. They also help in formation and function of myelin. Ceramides containing hydroxy fatty acid are synthesized by NAD(P)H-dependent enzyme, fatty acid 2-hydroxylase (FA2H). These hFA-sphingolipids facilitate the epidermal permeability barrier function.

包装

5 mL Amber Glass Screw Cap Vial (860821P-5mg)

储存分类代码

11 - Combustible Solids

WGK

WGK 3


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Absence of 2-hydroxylated sphingolipids is compatible with normal neural development but causes late-onset axon and myelin sheath degeneration
Zoller I, et al.
The Journal of Neuroscience, 28(39), 9741-9754 (2008)
Inge Zöller et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 28(39), 9741-9754 (2008-09-26)
Sphingolipids containing 2-hydroxylated fatty acids are among the most abundant lipid components of the myelin sheath and therefore are thought to play an important role in formation and function of myelin. To prove this hypothesis, we generated mice lacking a
Stereospecificity of fatty acid 2-hydroxylase and differential functions of 2-hydroxy fatty acid enantiomers
Guo L, et al.
Journal of Lipid Research, 53(7), 1327-1335 (2012)
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)
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

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