Results 211 to 220 of about 9,343 (242)

Asymmetric Synthesis of Sphinganine and Clavaminol H

The Journal of Organic Chemistry, 2010
An efficient enantioselective synthesis of sphinganine and clavaminol H is reported. These sphingoid-type bases were obtained from commercially available fatty acids using highly enantioselective Ru-catalyzed hydrogenation and organocatalytic electrophilic amination reactions to create the stereogenic centers.
Ramzi Ait-Youcef, Xavier Moreau, Christine Greck   +2 more
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Characterization of Sphinganine Kinase Activity in Corn Shoot Microsomes

Archives of Biochemistry and Biophysics, 1997
The activity of sphinganine kinase, the enzyme catalyzing the first step in the breakdown of the sphingoid long-chain base sphinganine by converting it to sphinganine 1-phosphate, was characterized in microsomes isolated from corn shoots. Activity was assayed by monitoring the conversion of [3H]sphinganine to [3H]sphinganine 1-phosphate, which was ...
G J, Crowther, D V, Lynch
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Synthesis of Fluorinated Sphinganine and Dihydroceramide Analogues

European Journal of Organic Chemistry, 2000
With the aim of uncovering inhibitors of dihydroceramide desaturase and ceramide synthase and studying their substrate specificity, the synthesis of short-chain 3-fluorosphinganine and 3-fluorodihydroceramide analogues was effected. The synthesis starts from the known alkynols 1 and 10, respectively, and from the Garner aldehyde 15. The key step is the
Steven De Jonghe, Ilse Van Overmeire, Serge Van Calenbergh, Chris Hendrix, Roger Busson, Denis De Keukeleire, Piet Herdewijn   +6 more
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Sphinganine in Sphingomyelins of Tumors and Mouse Regenerating Liver

Biochemistry (Moscow), 2001
Contents of sphingenine (sphingosine) and sphinganine were studied in sphingomyelins of transplantable mouse tumors (hepatoma-22, melanoma B16, Lewis lung carcinoma, intestine carcinoma) and rat nephroma RA. The content of sphinganine was increased in sphingomyelins of hepatoma-22 and nephroma RA compared to sphingomyelins of liver and kidneys ...
E V, Dyatlovitskaya, A G, Kandyba, A M, Kozlov, O G, Somova   +3 more
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Synthesis of phosphoramide analogues of sphinganine-1-phosphate

Tetrahedron, 1996
Phosphoramide derivatives 13 and 15 were prepared as analogues of sphinganine-1-phosphate (4). Key steps of the synthesis are the alkylation of N-methoxy-N-methlycarboxyamide of the diaminopropanoic acid 7 and the subsequent reduction of the intermediately formed ketone 8 affording the diastereomeric alcohols 9.
Andreas Schick, Thomas Kolter, Athanassios Giannis, Konrad Sandhoff   +3 more
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Stereoselective synthesis and antiproliferative activity of the isomeric sphinganine analogues

Carbohydrate Research, 2019
A flexible synthetic approach to biologically active sphingoid base-like compounds with a 3-amino-1,2-diol framework was achieved through a [3,3]-sigmatropic rearrangement and late stage olefin cross-metathesis as the key transformations. The stereochemistry of the newly created stereogenic centre was assigned via a single crystal X-ray analysis of the
Miroslava Čonková, Miroslava Martinková, Jozef Gonda, Dominika Jacková, Martina Bago Pilátová, Daniel Kupka, Dávid Jáger   +6 more
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Electrospray Ionization Mass Spectrometry of Sphinganine Analog Mycotoxins

Analytical Chemistry, 1995
The ionization and differentation behavior of two groups of sphinganine analog mycotoxins (SAMs), the AAL toxins (TA, TB, TC, TD, and TE) and fumonisins (FB 1 and FB 2 ), were compared in positive and negative electrospray ionization (ESI) modes. Toxins containing amino groups yielded abundant [M+H] + in positive mode, whereas N-acetylated town ...
Eloisa D. Caldas, A. Daniel. Jones, Carl K. Winter, Barney. Ward, David G. Gilchrist   +4 more
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Synthesis of d-erythro-Sphinganine through Serine-Derived α-Amino Epoxides

The Journal of Organic Chemistry, 2014
A total synthesis of D-erythro-sphinganine [(2S,3R)-2-aminooctadecane-1,3-diol] starting from commercial N-tert-butyloxycarbonyl-L-serine methyl ester is described. The approach is based on the completely stereoselective preparation of an α-amino epoxide obtained by treating a protected L-serinal derivative with dimethylsulfoxonium methylide.
SICILIANO, Carlo, Barattucci A., Bonaccorsi P., DI GIOIA, Maria Luisa, LEGGIO, Antonella, Minuti L., Romio E., Temperini A.   +7 more
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Straightforward Synthesis of Sphinganines via a Serine-derived Weinreb Amide

The Journal of Organic Chemistry, 2004
Sphinganines can be synthesized in just three steps from easily prepared serine-derived Weinreb amide 4. Pre-deprotonation of the acidic (N-H and O-H) protons of 4 allows for its efficient conversion to amino ketones 5. Such ketones can be selectively reduced to either erythro- or threo-sphinganines. Partially protected sphinganines 11 are also readily
Regina C, So, Rachel, Ndonye, Douglas P, Izmirian, Stewart K, Richardson, Robyn L, Guerrera, Amy R, Howell   +5 more
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Dihydroceramide: Sphinganine Δ4-Desaturase and C4-Hydroxylase

2006
N-acylsphingenine (ceramide) and N-acyl-4-hydroxy- sphinganine (phytoceramide) are intermediates in glycosphingolipid and sphingomyelin biosynthesis. Ceramide has attracted attention because it is a signaling molecule involved in apoptosis. The genes for N-acylsphinganine, sphinganine ω4-desaturase and C4-hydroxylase, are responsible for the ...
Akemi Suzuki, Fumio Omae, Ayako Enomoto
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