User-friendly Synthesis and Photoirradiation of a Flavin-linked Oligomer

نویسندگان

  • Katsuhito Kino
  • Hiroshi Miyazawa
  • Hiroshi Sugiyama
چکیده

Photosensitized oxidation of guanine provides various oxidation products, including 8-oxoguanine (8-oxoG) and imidazolone. Ribo‰avin (vitamin B2) is known as an eŠective photosensitizer for oxidation of guanine. Here, we show the user-friendly synthesis and photoreaction of a ‰avin-linked oligonucleotide; the practical synthesis of a hydroxyethyl-‰avin (2) from commercially available ribo‰avin; and the preparation of a ‰avin-linked oligonucleotide using the phosphoramidite of 2. To demonstrate the usefulness of this method, the ‰avin-linked oligomer ‰avin-5?-d(T6CCT6)-3? was synthesized. Flavin5?-d(T6CCT6)-3? and its complementary 5?-d(A6G8oxoGA6)-3? were irradiated under UV light (366 nm) at neutral pH. Enzymatic digestion of the irradiated mixture with P1 nuclease and alkaline phosphatase indicated that the 8-oxoG residue was oxidized to imidazolone. These results demonstrate that 8-oxoG is eŠectively oxidized to imidazolone by photosensitization of the terminal ‰avin via a hole-transfer mechanism, and imidazolone is formed by one-electron oxidation of 8-oxoG at neutral pH.

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

The Effect of User-Friendly Texts vs. Impersonal and Hybrid Texts on the Reading Comprehension Ability of Iranian EFL Learners

     This study focuses on the effect of user-friendly, impersonal, and hybrid texts on the reading comprehension ability of Iranian foreign language learners. Forty-five students of AlzahraUniversity were selected on the basis of their performance in a recent TOEFL. They were given three different texts (each group of 15 students was given one type) describing the same area of English usage, w...

متن کامل

Novel Three-Step Synthesis of Imidazo[1,2-c]quinazoline-5(6H)-thione Derivatives

A novel synthesis of Iimidazo[1,2-c]quinazoline-5(6H)-thione framework was developed through a three-step reaction starting from benzil. The resulting (2-nitrophenyl)-4,5-diphenyl-1H-imidazole  from the reaction of benzil and different 2-nitrobenzaldehyde, reduction of nitro group and then cyclization reaction with carbon disulfide (CS2). All steps were carried out under easy and user-friendly ...

متن کامل

A free user friendly program for evaluation of radiotherapy plans based on different dose response models

Introduction: Radiotherapy (RT) plan evaluation using dose response models has become a feasible approach in routine clinical practice. Although there are several tools for this task, they suffer from limitations including number of different dose response models and parameters. In the present study, we aimed to develop a free program for RT plan evaluation based on a variety ...

متن کامل

TiO2 Nanoparticles: A Potent ‎Heterogenous Nanocatalyst Mediated ‎One-Pot Tandem Approach for the ‎Environmentally Friendly Synthesis of 3,4-‎Dihydropyrimidin-2-(1H)-One/Thione ‎Derivatives Under Solvent-Free Conditions

   This procedure has developed the use of TiO2 nanoparticles as an environmentally friendly and highly efficient heterogenous nanocatalyst for the eco-safe, facile and one-pot three-component Biginelli synthesis of biologically active corresponding 3,4-dihydropyrimidin-2-(1H)-one/thione derivatives under solvent-free conditions. This eco-friendly protocol provi...

متن کامل

Synthesis and characterization of termini azobenzene dendrimer

Some organic molecules can be isomerized upon photoirradiation and when accompanied by a change in the visible absorption spectrum, it is called photochromism. Azobenzenes are important part of molecular machines and nanotechnology, Which are This phenomenon is called photoisomerization Azobenzene (azo) chromophores , and have been incorporated into a wide variety of materials and molecular arc...

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

عنوان ژورنال:

دوره   شماره 

صفحات  -

تاریخ انتشار 2007