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860724P

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N-24:0 Phytosphingosine

Avanti Research™ - A Croda Brand 860724P, powder

Synonym(s):

N-lignoceroyl-phytosphingosine (Saccharomyces Cerevisiae)

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About This Item

Empirical Formula (Hill Notation):
C42H85NO4
CAS Number:
34437-74-6
Molecular Weight:
668.13
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 10 mg (860724P-10mg)
pkg of 1 × 5 mg (860724P-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860724P

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

O[C@]([H])(CCCCCCCCCCCCCC)[C@](O)([H])[C@@]([H])(NC(CCCCCCCCCCCCCCCCCCCCCCC)=O)CO

General description

N-24:0 Phytosphingosine or N-lignoceroyl-phytosphingosine belongs to the group of phytosphingosines. Phytosphingosine. It is widely found in membranes of fungi, plants, bacteria, marine organisms, and mammalian tissues.

Application

N-24:0 Phytosphingosine has been used to study its influence on the organization and permeability barrier properties of model lipid membrane.

Biochem/physiol Actions

Lipid membranes composed of N-24:0 phytosphingosine are highly permeable for ions, small and lipophilic molecules, than those based on non-hydroxy fatty acid ceramide[NS24].

Packaging

5 mL Amber Glass Screw Cap Vial (860724P-10mg)
5 mL Amber Glass Screw Cap Vial (860724P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Andrej Kováčik et al.
Biochimica et biophysica acta. Biomembranes, 1860(5), 1162-1170 (2018-02-07)
In this work, we studied model stratum corneum lipid mixtures composed of the hydroxylated skin ceramides N-lignoceroyl 6-hydroxysphingosine (Cer[NH]) and α-hydroxylignoceroyl phytosphingosine (Cer[AP]). Two model skin lipid mixtures of the composition Cer[NH] or Cer[AP], N-lignoceroyl sphingosine (Cer[NS]), lignoceric acid (C24:0)
Lukáš Opálka et al.
Langmuir : the ACS journal of surfaces and colloids, 32(48), 12894-12904 (2016-12-10)
Omega-O-acylceramides (acylCer), a subclass of sphingolipids with an ultralong N-acyl chain (from 20 to 38 carbons, most usually 30 and 32 carbons), are crucial components of the skin permeability barrier. AcylCer are involved in the formation of the long periodicity
Zheng Liu et al.
The Journal of organic chemistry, 75(13), 4356-4364 (2010-06-10)
An asymmetric synthesis of d-ribo-phytosphingosine (1) was achieved by utilizing the ProPhenol (12)-catalyzed alkynylation of unsaturated aldehyde 8 to afford allylic propargylic alcohol (S)-6 followed by asymmetric epoxidation and opening of propargylic epoxy alcohol anti-5 with NaN(3)/NH(4)Cl. Deprotection and reduction

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