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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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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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