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Phytosphingosine-induced cell apoptosis via a mitochondrially mediated pathway

Toxicology, 2022
Cyanobacterial blooms, usually dominated by Microcystis aeruginosa, pose a serious threat to global freshwater ecosystems owing to their production and release of various harmful secondary metabolites. Detection of the chemicals in M. aeruginosa exudates using metabolomics technology revealed that phytosphingosine (PHS) was one of the most abundant ...
Jiaojiao, Li   +7 more
openaire   +2 more sources

Potentiation of UVB-induced apoptosis by novel phytosphingosine derivative, tetraacetyl phytosphingosine in HaCaT cell and mouse skin

Apoptosis, 2004
Inappropriate apoptosis results in the epidermal hyperplasia as in psoriasis and UVB irradiation has been successfully used to treat this kind of skin disorders. Previously, we reported that the novel phytosphingosine derivative, tetraacetyl phytosphingosine (TAPS) induced apoptosis in HaCaT cells.
H J, Kim   +4 more
openaire   +2 more sources

Novel synthesis of phytosphingosine from levoglucosenone

Carbohydrate Research, 1995
Abstract Phytosphingosine, (2S,3S,4R)-2-amino-1,3,4-octadecanetriol was prepared in 8.6% overall yield in 17 steps from levoglucosenone (1,6-anhydro-3,4-dideoxy-β- d -glycero-hex-3-enopyranos-2-ulose) by reduction of the carbonyl group, selective cis-oxyamination of the carbon-carbon double bond, oxidation of the 2-hydroxyl group to the carbonyl ...
Katsuya Matsumoto   +2 more
openaire   +2 more sources

Aptamer-based trapping of phytosphingosine in urine samples

Journal of Biotechnology, 2016
Usually, small molecules like single metabolites used in clinical diagnostic can be quantified by instrumental approaches like LC-MS or bioanalytical techniques using antibodies or aptamers as selective receptors. The present work comprises the generation of aptamers with an affinity towards the medically relevant metabolite phytosphingosine via the ...
Christin, Fischer   +6 more
openaire   +2 more sources

A synthesis of phytosphingosines from D-galactose

Journal of the Chemical Society C: Organic, 1966
D-ribo-2-Amino-1,3,4-trihydroxyoctadecane (C18-phytosphingosine) and D-ribo-2-amino-1,3,4-trihydroxyeicosane (C20-phytosphingosine) have been synthesised by a Wittig reaction between 2,3,5-tri-O-benzyl-4-deoxy-4-phthalimidoaldehydo-L-ribose and the appropriate long-chain phosphorane.
J, Gigg, R, Gigg
openaire   +2 more sources

An efficient synthesis of d-ribo-C18-phytosphingosine and l-arabino-C18-phytosphingosine from d-fructose

Tetrahedron, 2011
Abstract d - ribo -C 18 -phytosphingosine and l - arabino -C 18 -phytosphingosine were synthesised starting from commercially inexpensive d -fructose. Metal-mediated fragmentation and stereoselective reduction were used as key steps to provide the hydrophilic portion of d - ribo and l - arabino phytosphingosines.
Ramu Sridhar Perali   +2 more
openaire   +1 more source

Phytosphingosine in intestinal glycolipids of the rat fetus

Biochimica et Biophysica Acta (BBA) - Lipids and Lipid Metabolism, 1984
The intestinal glycolipids of rat fetuses contained two major long-chain bases, sphingosine and phytosphingosine. The occurrence of phytosphingosine in glucosylceramide and GM3 was lower at 17 days of gestation than at birth. The base composition of GD3 remained stable and consisted mainly of sphingosine.
D, Bouhours, J F, Bouhours
openaire   +2 more sources

Synthesis of Phytosphingosine Using Olefin Cross‐Metathesis: A Convenient Access to Chain‐Modified Phytosphingosine from D‐Lyxose.

ChemInform, 2007
AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.
Chi-We Chang   +5 more
openaire   +1 more source

Synthesis of galactosylphytosphingosine and galactosylceramides containing phytosphingosine

Chemistry and Physics of Lipids, 1974
Abstract Phytosphingosine prepared from the yeast Hansenula ciferrii was used for synthesis of galactosphingolipids. Glycosidation of N -dichloroacetyl and 3,4-di- O -benzoyl protected phytosphingosine was performed with acetobromogalactose in the presence of mercury cyanide.
openaire   +2 more sources

Biologically active glycosides from asteroidea, XV. Asymmetric synthesis of phytosphingosine and phytosphingosine anhydro base: Assignment of the absolute stereochemistry

Liebigs Annalen der Chemie, 1988
AbstractThe first asymmetric synthesis of a phytosphingosine, (2S,3S,4R)‐2‐amino‐1,3,4‐hexadecanetriol (2), was accomplished by kinetic resolution and asymmetric epoxidation. The absolute stereochemistry of the phytosphingosine from starfishes (Acanthaster planci and Asterina pectinifera) was established to be the same as for 2.
Shigeo Sugiyama   +2 more
openaire   +1 more source

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