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860610P

Avanti

N-18:0 Phytosphingosine

Avanti Research™ - A Croda Brand 860610P, powder

Synonym(s):

N-stearoyl 4-hydroxysphinganine (Saccharomyces Cerevisiae)

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About This Item

Empirical Formula (Hill Notation):
C36H73NO4
CAS Number:
475995-75-6
Molecular Weight:
583.97
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 10 mg (860610P-10mg)
pkg of 1 × 5 mg (860610P-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860610P

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

InChI

1S/C36H73NO4/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-35(40)37-33(32-38)36(41)34(39)30-28-26-24-22-20-16-14-12-10-8-6-4-2/h33-34,36,38-39,41H,3-32H2,1-2H3,(H,37,40)/t33-,34+,36-/m0/s1

InChI key

IEZRNEGTKRQRFV-LFBNJJMOSA-N

General description

D-ribo-phytosphingosines or phytosphingosines (PHS) are biologically important long-chain bases present in various sphingolipids from yeasts, fungi, plants and mammals.

Application

N-18:0 Phytosphingosine has been used as a standard for the analysis of lipids from epidermis and stratum corneum in mice by mass spectrometry.

Biochem/physiol Actions

Phytosphingosine (PHS) exhibits bactericidal and anti-inflammatory activities. It prevents loss of moisture from the skin. In addition, PHS controls epidermal cell growth, differentiation and apoptosis.

Packaging

5 mL Amber Glass Screw Cap Vial (860610P-10mg)
5 mL Amber Glass Screw Cap Vial (860610P-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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Maria Bloksgaard et al.
Journal of lipid research, 53(10), 2162-2174 (2012-07-26)
The acyl-CoA binding protein (ACBP) is a 10 kDa intracellular protein expressed in all eukaryotic species. Mice with targeted disruption of Acbp (ACBP(-/-) mice) are viable and fertile but present a visible skin and fur phenotype characterized by greasy fur
The acyl-CoA binding protein is required for normal epidermal barrier function in mice
Bloksgaard M, et al.
Journal of Lipid Research, 53(10), 2162-2174 (2012)
Byung-Hak Kim et al.
The Journal of investigative dermatology, 134(4), 1023-1032 (2013-11-02)
Phytosphingosine is abundant in plants and fungi and is found in mammalian epidermis, including the stratum corneum. Phytosphingosine and its derivatives N-acetyl phytosphingosine and tetraacetyl phytosphingosine are part of the natural defense system of the body. However, these molecules exhibit

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