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Merck
CN

860824P

Avanti

24:0(2S-OH) Ceramide

Avanti Research - A Croda Brand 860824P, powder

别名:

N-(2′-(S)-hydroxylignoceroyl)-D-erythro-sphingosine

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About This Item

经验公式(希尔记法):
C42H83NO4
分子量:
666.11
MDL编号:
UNSPSC代码:
12352211
NACRES:
NA.25

表单

powder

包装

pkg of 1 × 5 mg (860824P-5mg)

制造商/商品名称

Avanti Research - A Croda Brand 860824P

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)CCCCCCCCCCCCCCCCCCCCCC)=O)CO

InChI

1S/C42H83NO4/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-37-41(46)42(47)43-39(38-44)40(45)36-34-32-30-28-26-24-16-14-12-10-8-6-4-2/h34,36,39-41,44-46H,3-33,35,37-38H2,1-2H3,(H,43,47)/b36-34+/t39-,40+,41-/m0/s1

InChI key

WAYLDHLWVYQNSQ-QJYCDPGTSA-N

一般描述

Ceramides containing 2-hydroxy fatty acids (hFA) are present in the surface epithelium of the skin. 24:0(2S-OH) Ceramide is a unique ceramide containing 24C long chain base fatty acid (lignoceric acid)-with 2′-hydroxyl group in S configuration. NAD(P)H-dependent enzyme, fatty acid 2-hydroxylase (FA2H) catalyzes the synthesis of hFA-ceramide. Ceramides containing hFA in epidermis help in permeability barrier function.

包装

5 mL Amber Glass Screw Cap Vial (860824P-5mg)

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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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)
Daniel A Peñalva et al.
Biochimica et biophysica acta, 1838(3), 731-738 (2013-12-10)
Unique species of ceramide (Cer) with very-long-chain polyunsaturated fatty acid (VLCPUFA), mainly 28-32 carbon atoms, 4-5 double bonds, in nonhydroxy and 2-hydroxy forms (n-V Cer and h-V Cer, respectively), are generated in rat spermatozoa from the corresponding sphingomyelins during the
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
Lin Guo et al.
Journal of lipid research, 53(7), 1327-1335 (2012-04-21)
FA 2-hydroxylase (FA2H) is an NAD(P)H-dependent enzyme that initiates FA α oxidation and is also responsible for the biosynthesis of 2-hydroxy FA (2-OH FA)-containing sphingolipids in mammalian cells. The 2-OH FA is chiral due to the asymmetric carbon bearing the

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