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经验公式（希尔记法）:
C34H69NO4
化学文摘社编号:
分子量:
555.92
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
产品名称
N-16:0 Phytosphingosine, Avanti Research™ - A Croda Brand 860617P, powder
InChI key
IVBULNXGVIHEKN-MVIDNBQJSA-N
SMILES string
O[C@]([H])(CCCCCCCCCCCCCC)[C@](O)([H])[C@@]([H])(NC(CCCCCCCCCCCCCCC)=O)CO
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 10 mg (860617P-10mg)
pkg of 1 × 5 mg (860617P-5mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 860617P
lipid type
sphingolipids
shipped in
dry ice
storage temp.
−20°C
Application
N-16:0 Phytosphingosine has been used as a lipid standard in electrospray ionization (ESI)-mass spectrometry (MS)-based lipidomic analysis.
Biochem/physiol Actions
Phytosphingosine plays a vital role in the defense mechanism of the skin by exhibiting anti-microbial and anti-inflammatory properties. It elicits keratinocyte differentiation and is therefore, used as an active ingredient in the cosmetic formulations. PHS helps in maintaining the structural integrity of the membranes. It also regulates cellular growth and mediates the heat stress response of yeast.
General description
Phytosphingosine is a biologically significant saturated long-chain sphingoid base, found in membranes of yeasts, fungi, plants and mammalian epidermis, including the stratum corneum.
Packaging
5 mL Amber Glass Screw Cap Vial (860617P-10mg)
5 mL Amber Glass Screw Cap Vial (860617P-5mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
存储类别
11 - Combustible Solids
wgk
WGK 3
Delineating the rules for structural adaptation of membrane-associated proteins to evolutionary changes in membrane lipidome
Makarova M, et al.
Current Biology (2020)
Antimicrobial Activity of Phytosphingosine Nanoemulsions against Bacteria and Yeasts
Bascpinar P, et al.
CBE Life Sciences Education, 14(2), 223-228 (2018)
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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