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Merck
CN

860609P

Avanti

N-08:0 Phytosphingosine

Avanti Polar Lipids 860609P, powder

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别名:
N-octanoyl 4-hydroxysphinganine (Saccharomyces Cerevisiae)
经验公式(希尔记法):
C26H53NO4
分子量:
443.70
UNSPSC代码:
12352211
NACRES:
NA.25

形式

powder

包装

pkg of 1 × 5 mg (860609P-5mg)

制造商/商品名称

Avanti Polar Lipids 860609P

脂质类型

sphingolipids

运输

dry ice

储存温度

−20°C

SMILES字符串

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

InChI key

XQNJLWJVISBYSS-GSLIJJQTSA-N

一般描述

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.

生化/生理作用

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.

包装

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

WGK

WGK 3

法规信息

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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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