Hydrogen-bonding controlled rigidity of an isoindoline-derived nitroxide spin label for nucleic acids.
نویسندگان
چکیده
Nucleosides spin-labelled with isoindoline-derived benzimidazole ((Im)U) and benzoxazole ((Ox)U) moieties were synthesized and incorporated into DNA oligonucleotides. Both labels display limited mobility in duplex DNA but (Im)U was less mobile, which was attributed to an intramolecular hydrogen bond between the N-H of the imidazole and O4 of the uracil nucleobase.
منابع مشابه
Conformationally restricted isoindoline-derived spin labels in duplex DNA: distances and rotational flexibility by pulsed electron-electron double resonance spectroscopy.
Three structurally related isoindoline-derived spin labels that have different mobilities were incorporated into duplex DNA to systematically study the effect of motion on orientation-dependent pulsed electron-electron double resonance (PELDOR) measurements. To that end, a new nitroxide spin label, (ExIm)U, was synthesized and incorporated into DNA oligonucleotides. (ExIm)U is the first example...
متن کاملA semi-rigid isoindoline-derived nitroxide spin label for RNA.
A new isoindoline-derived benzimidazole nitroxide spin label, ImUm, was synthesized and incorporated into RNA oligoribonucleotides. ImUm is the first example of a conformationally unambiguous spin label for RNA, in which the nitroxide N-O bond lies on the same axis as the single bond used to attach the rigid isoindoline-based spin label to a uridine base. This results in minimal displacement of...
متن کاملPurine-Derived Nitroxides for Noncovalent Spin-Labeling of Abasic Sites in Duplex Nucleic Acids.
A series of purine-based spin labels was prepared for noncovalent spin-labeling of abasic sites of duplex nucleic acids through hydrogen bonding to an orphan base on the opposing strand and π-stacking interactions with the flanking bases. Both 1,1,3,3-tetramethylisoindolin-2-yloxyl and 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO) were conjugated to either the C2- or C6-position of the purines, ...
متن کاملRsc_cc_c2cc36389e 1..3
Long-range distance measurements using pulsed electron paramagnetic resonance (EPR) spectroscopy, such as pulsed electron–electron double resonance (PELDOR, also called DEER), are now routinely used in structural studies of biopolymers. The distances are measured between two radicals that are usually incorporated using site-directed spin labelling (SDSL), in which aminoxyl radicals, usually cal...
متن کاملFlexibilities of isoindoline-derived spin labels for nucleic acids by orientation selective PELDOR.
Pulsed electron electron double resonance experiments with rigid spin labels can reveal very detailed information about the structure and conformational flexibility of nucleic acid molecules. On the other hand, the analysis of such data is more involved the distance and orientation information encoded in the time domain data need to be extracted and separated. In this respect studies with diffe...
متن کاملذخیره 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 ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- Chemical communications
دوره 49 10 شماره
صفحات -
تاریخ انتشار 2013