Synthesis and electrochemical studies of an anthraquinone-conjugated nucleoside and derived oligonucleotides.
نویسندگان
چکیده
The synthesis of a 2'-deoxyuridine nucleoside linked to an anthraquinone moiety, and its incorporation into oligonucleotides are described, including a facile oxidative demethylation with phenyliodine(iii) bis(trifluoroacetate) to reveal the anthraquinone motif. Furthermore, some useful physical and electrochemical properties of the obtained oligonucleotide are also reported, which allow its principal use in electrochemical DNA assays.
منابع مشابه
Thioacetyl-terminated ferrocene-anthraquinone conjugates: synthesis, photo- and electrochemical properties triggered by protonation-induced intramolecular electron transfer.
Two thioacetyl-terminated ferrocene-anthraquinone donor-acceptor molecules with different pi-electron conjugative units have been synthesized via a series of Stille and Sonagashira reactions. Their photochemical and electrochemical properties before and after addition of an organic acid are investigated, indicating that these complexes are sensitive to external perturbation of protonation, lead...
متن کاملSpecific Inhibition of the Expression of the Promyelocytic Leukemia (PML) Protein by Anti-Sense Oligonucleotides
In the present study, using anti-sense oligonucleotides the inhibition of expression of the PML protein hasbeen investigated. The anti-sense oligonucleotides were designed against the translation initiation site ofthe PML gene, and their effects were investigated on cellular growth and DNA synthesis. Incubation of normalhuman fibroblast cells with the anti-sense oligonucleotid...
متن کاملOne-pot Synthesis of Amidoalkyl Naphthol Derivatives as Potential Nucleoside Antibiotics and HIV Protease Inhibitors using Nano-SnO2 as an Efficient Catalyst
An efficient three-component one-pot synthesis of 1-amidoalkyl-2-naphthols from 2-naphthol, aldehydes, and acetamide using nano-SnO2as catalyst is described. The reactions were carried out at 80oC under water-solvent media. The structures of the compounds were characterized by IR, 1HNMR, 13C-NMR, and Mass spectra and by elemental analysis. The advantages of the effective meth...
متن کاملSynthesis and properties of an anthraquinone-based redox switch for molecular electronics.
[reaction: see text] The synthesis of a molecular wire bearing an anthraquinone core and thioacetyl end groups for gold electrode binding is described. A model anthraquinone system, substituted with tert-butylthio groups, can be reversibly switched electrochemically from cross conjugated (low conductance "off") to linear conjugated (high conductance "on") via two-electron reduction/oxidation re...
متن کاملSynthesis of 1,5-Dihydroxy-9,10-Anthraquinone
The synthesis of 1,5-dihydroxy-9,10-anthraquinone (17); (1,5-DHA) was accomplished during, attempts towards the synthesis one of its derivatives called anthralin (1,8-dihydroxy-9-anthrone) which is known as an antipsoriasis drug since 1916 [1]. This work is a new reigiospecilic preparation of 1,5-DHA based on Friedel-Crafts reaction starting from 1,4-dimethoxybenzene. This synthetic route, ...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
عنوان ژورنال:
- Organic & biomolecular chemistry
دوره 7 5 شماره
صفحات -
تاریخ انتشار 2009