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860609P

Avanti

N-08:0 Phytosphingosine

Avanti Research™ - A Croda Brand 860609P, powder

Synonym(e):

N-octanoyl 4-hydroxysphinganine (Saccharomyces Cerevisiae)

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About This Item

Empirische Formel (Hill-System):
C26H53NO4
CAS-Nummer:
475995-74-5
Molekulargewicht:
443.70
UNSPSC-Code:
12352211
NACRES:
NA.25

Form

powder

Verpackung

pkg of 1 × 5 mg (860609P-5mg)

Hersteller/Markenname

Avanti Research™ - A Croda Brand 860609P

Lipid-Typ

sphingolipids

Versandbedingung

dry ice

Lagertemp.

−20°C

SMILES String

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

InChI

1S/C26H53NO4/c1-3-5-7-9-10-11-12-13-14-15-17-18-20-24(29)26(31)23(22-28)27-25(30)21-19-16-8-6-4-2/h23-24,26,28-29,31H,3-22H2,1-2H3,(H,27,30)/t23-,24+,26-/m0/s1

InChIKey

XQNJLWJVISBYSS-GSLIJJQTSA-N

Allgemeine Beschreibung

D-ribo-phytosphingosine or phytosphingosine is a phospholipid found naturally in the stratum corneum. It is found both in its free form and as a fragment of the major fraction of ceramides.

Biochem./physiol. Wirkung

Phytosphingosine exhibits cutaneous anti-microbial barrier function. It acts as a natural anti-inflammatory agent. PHS stimulates keratinocyte differentiation. Thus, it is used as an active component in the cosmetic formulations. PHS is implicated in maintaining the structural integrity of the membranes. In addition, it also controls cellular growth and mediates the heat stress response of yeast.

Verpackung

5 mL Amber Glass Screw Cap Vial (860609P-5mg)

Rechtliche Hinweise

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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Die Dokumentenbibliothek aufrufen

Anti-microbial and-inflammatory activity and efficacy of phytosphingosine: an in vitro and in vivo study addressing acne vulgaris
Pavicic T, et al.
International Journal of Cosmetic Science, 29(3), 181-190 (2007)
T Pavicic et al.
International journal of cosmetic science, 29(3), 181-190 (2008-05-21)
Lipids are important constituents of the human epidermis. Either free and organized into broad lipid bilayers in the intercorneocytes spaces, or covalently bound to the corneocyte envelope, they play a crucial role in permeability barrier function and are major contributors
Polar emollients in cosmetic formulations enhance the penetration and biological effects of Phytosphingosine on skin
Schiemann Y, et al.
Colloids and Surfaces. A, Physicochemical and Engineering Aspects, 331(1-2), 103-107 (2008)
Asymmetric synthesis of d-ribo-phytosphingosine from 1-tetradecyne and (4-methoxyphenoxy) acetaldehyde
Liu Z, et al.
The Journal of Organic Chemistry, 75(13), 4356-4364 (2010)
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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