Results 181 to 190 of about 9,200 (222)
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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   +3 more
openaire   +2 more sources

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   +3 more
openaire   +1 more source

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   +6 more
openaire   +2 more sources

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   +4 more
openaire   +1 more source

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   +7 more
openaire   +3 more sources

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   +5 more
openaire   +2 more sources

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
openaire   +1 more source

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
openaire   +2 more sources

ChemInform Abstract: Synthesis of Fluorinated Sphinganine and Dihydroceramide Analogues.

ChemInform, 2001
AbstractChemInform 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
openaire   +1 more source

Iodocyclofunctionalization of (Z)-1-trichloroacetimidoyloxyalk-2-enes and 3-trichloroacetimidoyloxyalk-1-enes. Synthesis of (±)-erythro-sphinganine triacetate and (±)-threo-sphinganine triacetate

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
openaire   +1 more source

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