Synthesis of 5-methylamino-2′-deoxyuridine derivatives
Reductive amination of 3′,5′ -O-(tetraisopropyldisilyloxane-1,3-diyl)-2′-deoxy-5-formyluridine with several aliphatic and aromatic amines, in various solvents, is described. In the case of aliphatic amines, the expected C-5 substituted methylamino pyrimid
Nucleoterpenes of thymidine and 2′-deoxyinosine: Synthons for a biomimetic lipophilization of oligonucleotides
2′-Deoxyinosine (1) and thymidine (7) were N-alkylated with geranyl and farnesyl moieties. These hydrophobic derivatives, 3a and 3b, and 9a and 9b, respectively, represent the first synthetic biomimetic nucleoterpenes and were subsequently 5′-protected an
K?stler, Karl,Werz, Emma,Malecki, Edith,Montilla-Martinez, Malayko,Rosemeyer, Helmut
p. 39 - 61
(2013/03/14)
Reactivity of nucleosides with a hydroxyl radical in non-aqueous medium
An experiment was conducted to demonstrate the reactivity of nucleosides with a hydroxyl radical (HO) in non-aqueous medium. Five nucleosides and three purine-derived lesions were taken as targets for HO attack. The reactivity with HO radical was determined by laser flash photolysis (LFP) of N-hydroxypyridine-2-thione (NPT) at 355 nm. Following an established kinetic model, the rate constants for the reaction between HO and the modified nucleobases were determined by using naphthalene as a standard. The values obtained for the silylated 2 -deoxyribonucleosides in acetonitrile are of the same order of magnitude and remarkably lower than diffusion control in this solvent, pointing to a similar reactivity pattern. The result confirmed that the reaction of a hydroxyl radical with 2'-deoxyribonucleosides is in general somewhat slower in acetonitrile than in water.
Rodriguez-Muniz, Gemma M.,Marin, M. Luisa,Lhiaubet-Vallet, Virginie,Miranda, Miguel A.
supporting information; experimental part
p. 8024 - 8027
(2012/09/08)
NUCLEOSIDE ANALOGUES USEFUL AS POSITRON EMISSION TOMOGRAPHY (PET) IMAGING AGENTS
The invention provides compounds that comprise a 4'-thio nucleoside that is a derivative of 4'-thiothymidine or 4'-thio-2'-deoxyuridine comprising a positron or single photon emitting radioisotope or corresponding non-radioactive isotope attached via a triazole link to the N-3 position. Methods for preparing such compounds and uses of the compounds in medicine are also provided.
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Page/Page column 20; 21
(2010/04/06)
Preparation of deoxynucleosides
Methods for preparing deoxynucleosides from their corresponding ribonucleosides by forming 3-tert-butylphenoxythiocarbonylderivatives of the ribonucleosides and subsequently effecting radical deoxygenation reactions at the carbon atoms to be deoxygenated.
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Page column 15
(2008/06/13)
Studies on Selective Partial Cleavage of the Tetraisopropyldisiloxane-1,3-diyl Group in Furanosyl Nucleosides
The results of selective partial cleavage of the tetraisopropyldisiloxane-1,3-diyl (TIPDSi) group in furanosyl nucleosides are discussed in terms of the neighbouring group participation and inductive effects.
Markiewicz, Wojciech T.
p. 463 - 473
(2007/10/02)
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