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Merck
CN

860609P

Avanti

N-08:0 Phytosphingosine

Avanti Research - A Croda Brand

别名:

N-octanoyl 4-hydroxysphinganine (Saccharomyces Cerevisiae)

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关于此项目

经验公式(希尔记法):
C26H53NO4
化学文摘社编号:
分子量:
443.70
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
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产品名称

N-08:0 Phytosphingosine, Avanti Research - A Croda Brand 860609P, powder

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

InChI key

XQNJLWJVISBYSS-GSLIJJQTSA-N

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 5 mg (860609P-5mg)

manufacturer/tradename

Avanti Research - A Croda Brand 860609P

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

Biochem/physiol Actions

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.

General description

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.

Packaging

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

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

存储类别

11 - Combustible Solids

wgk

WGK 3

法规信息

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分析证书(COA)

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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
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)
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)
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
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)

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