Novel uridin-2′-yl carbamates: synthesis, incorporation into oligodeoxyribonucleotides, and remarkable fluorescence properties of 2′-pyren-1-ylmethylcarbamateElectronic supplementary information (ESI) available: Additional experimental data for compounds 3, 5 and 6. See http://www.rsc.org/suppdata/p1/b1/b111434b/

Synthesis of (2′S)‐ and (2′R)‐2′‐Deoxy‐2′‐[(2‐methoxyethoxy)amino] Pyrimidine Nucleosides and Oligonucleotides

“…We obtained also predominantly the (S)-isomer of the protected 2'-deoxy-2'-[(2-methoxyethoxy)amino]cytidine after 2'-oxime reduction. The inseparable mixture of 2'-epimers was benzoylated [26], desilylated, and dimethoxytritylated [27]. The (R)-and (S)-isomers, 3 and 4, respectively, were separated by column chromatography and their structures were elucidated by 1 H-NMR spectroscopy.…”

“…The J(1',2') and J(3',4') values of 7.6 and 0 Hz for 3 and 4, respectively, are indicate a C(3')-endo (North) and C(2')-endo (South) sugar conformation, respectively. Phosphitylation [27] of nucleoside 3 gave the target phosphoramidite 5. No protecting group was used for the N,O-disubstituted hydroxylamine due to its low nucleophility in comparison to primary or secondary amino groups.…”

Electrosynthesis of blue-light-emitting oligo(1-bromopyrene) with favorable solubility

“…According to the frontier molecular orbital theory, the reaction between the active molecules mainly happens on the highest frontier molecular orbitals. For BrP, the proportions of atoms at the C (3) , C (4) , C (5) , C (6) , C (8) , C (9) , and C (10) positions in the HOMO were higher than those of other atoms in Scheme 2. Meanwhile, the C (3) , C (6) , and C (8) positions also had rich negative charges.…”

“…For more information on the structure of polymers and the polymerization mechanism, we calculated the atomic electron-density population ( Table 1) and proportion of the frontier orbitals (Scheme 2) of the BrP monomers using the B3LYP/6-31G(d,p) level of Gaussian 03 software. In Table 1, the results of the main atomic electron-density populations revealed negative electric charges at the C (3) , C (4) , C (5) , C (6) , C (8) , C (9) , and C (10) positions in aromatic biphenyl, which implied that these atoms may donate electrons during electrochemical polymerization through radical cation intermediates. But the C (3) , C (6) , and C (8) positions have the more negative electric charges than C (4) , C (5) , C (9) , and C (10) positions.…”

“…Oztekin et al used glucose oxidase and poly-1,10-phenanthroline (PPMH) gained via electrochemical deposition to get the PPMH-modified GC electrode [3]. A pyrene label covalently attached to the sugar part of nucleosides has been used for the detection of nucleic acid hybridization [4][5][6][7][8][9]. Moreover, pyrene is a blue-emitting chromophore and has been proposed as a fluorescent temperature indicator.…”