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860602P

Avanti

D-ribo-phytosphingosine (C17 base)

Avanti Research™ - A Croda Brand 860602P, powder

Synonyme(s) :

4-hydroxysphinganine (C17 base)

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About This Item

Formule empirique (notation de Hill):
C17H37NO3
Numéro CAS:
40289-37-0
Poids moléculaire :
303.48
Code UNSPSC :
12352211
Nomenclature NACRES :
NA.25

Forme

powder

Conditionnement

pkg of 1 × 10 mg (860602P-10mg)
pkg of 1 × 5 mg (860602P-5mg)

Fabricant/nom de marque

Avanti Research™ - A Croda Brand 860602P

Type de lipide

sphingolipids

Conditions d'expédition

dry ice

Température de stockage

−20°C

Chaîne SMILES 

O[C@]([H])(CCCCCCCCCCCCC)[C@](O)([H])[C@](N)([H])CO

Description générale

D-ribo-phytosphingosine (C17 base), also known as 4D-hydroxysphinganine or PHS, is widely found in membranes of fungi, plants, bacteria, marine organisms and mammalian tissues.

Application

D-ribo-phytosphingosine (C17 base) has been used as a standard for the quantification of total plant long-chain bases (LCB) by gas chromatography-mass spectrometry (GC-MS).

Actions biochimiques/physiologiques

D-ribo-phytosphingosine helps in maintaining the structural integrity of membrane. It also controls cellular growth and mediates the heat stress response of yeast. In addition, PHS acts as a precursor for synthesis of various key lipid mediators including PHS 1-phosphate, inositol phosphorylceramide and KRN7000 (α-anomer of galactosylceramide). This phospholipid also has an ability to stimulate keratinocyte differentiation. Therefore, PHS is used as an active constituent in cosmetic formulations.

Conditionnement

5 mL Amber Glass Screw Cap Vial (860602P-10mg)
5 mL Amber Glass Screw Cap Vial (860602P-5mg)

Informations légales

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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
Jean-Luc Cacas et al.
Analytical and bioanalytical chemistry, 403(9), 2745-2755 (2012-05-12)
In eukaryotic organisms, sphingolipids are major structural lipids of biological membranes and perform additional essential functions as signalling molecules. While long-chain bases (LCB), the common precursor to all sphingolipid classes, is represented by only one major molecular species in animals

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