Results 181 to 190 of about 9,200 (222)
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Sphinganine in Sphingomyelins of Tumors and Mouse Regenerating Liver
Biochemistry (Moscow), 2001Contents 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 +3 more
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Synthesis of phosphoramide analogues of sphinganine-1-phosphate
Tetrahedron, 1996Phosphoramide 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 +3 more
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Stereoselective synthesis and antiproliferative activity of the isomeric sphinganine analogues
Carbohydrate Research, 2019A 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 +6 more
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Electrospray Ionization Mass Spectrometry of Sphinganine Analog Mycotoxins
Analytical Chemistry, 1995The 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 +4 more
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Synthesis of
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 +7 more
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Straightforward Synthesis of Sphinganines via a Serine-derived Weinreb Amide
The Journal of Organic Chemistry, 2004Sphinganines 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 +5 more
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Dihydroceramide: Sphinganine Δ4-Desaturase and C4-Hydroxylase
2006N-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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Synthesis and Evaluation of Sphinganine Analogues of KRN7000 and OCH
The Journal of Organic Chemistry, 2005[structures: see text] The phytosphingosine-containing alpha-galactosylceramides (alpha-GalCers), KRN7000 and OCH, have been shown to activate NKT cells via interaction with CD1d, a member of the CD1 family of antigen presenting proteins. Evidence from KRN7000 stimulation of NKT cells suggests that alpha-GalCers may have applications in the treatment ...
Rachel M, Ndonye +8 more
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ChemInform Abstract: Synthesis of Fluorinated Sphinganine and Dihydroceramide Analogues.
ChemInform, 2001AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Steven De Jonghe +6 more
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J. Chem. Soc., Perkin Trans. 1, 1986
(Z)-1-Trichloroacetimidoyloxyoctadec-2-ene, easily obtained from (Z)-octadec-2-en-1-ol, was iodocyclized with N-iodosuccinimide to give the 4-(1-iodohexadecyl)-2-trichloromethyl-4,5-dihydro-oxazole. From this compound, two routes were developed, either to pure (±)-erythro-sphinganine triacetate or to pure (±)-threo-sphinganine triacetate, respectively.
Alessandro Bongini +4 more
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(Z)-1-Trichloroacetimidoyloxyoctadec-2-ene, easily obtained from (Z)-octadec-2-en-1-ol, was iodocyclized with N-iodosuccinimide to give the 4-(1-iodohexadecyl)-2-trichloromethyl-4,5-dihydro-oxazole. From this compound, two routes were developed, either to pure (±)-erythro-sphinganine triacetate or to pure (±)-threo-sphinganine triacetate, respectively.
Alessandro Bongini +4 more
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