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860821P

Avanti

22:0(2R-OH) Ceramide

Avanti Research™ - A Croda Brand 860821P, powder

Synonym(e):

N-(2′-(R)-hydroxybehenoyl)-D-erythro-sphingosine

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About This Item

Empirische Formel (Hill-System):
C40H79NO4
CAS-Nummer:
31417-10-4
Molekulargewicht:
638.06
MDL-Nummer:
MFCD22416677
UNSPSC-Code:
12352211
NACRES:
NA.25

Form

powder

Verpackung

pkg of 1 × 5 mg (860821P-5mg)

Hersteller/Markenname

Avanti Research™ - A Croda Brand 860821P

Lipid-Typ

sphingolipids

Versandbedingung

dry ice

Lagertemp.

−20°C

SMILES String

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

InChIKey

FCCZDEAAQZWMGI-ZAKDXXNHSA-N

Verwandte Kategorien

Allgemeine Beschreibung

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.

Biochem./physiol. Wirkung

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.

Verpackung

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

Rechtliche Hinweise

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

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Analysenzertifikate (COA)

Lot/Batch Number

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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)
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)
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
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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