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Oligonucleotide Analogues with Integrated Bases and Backbone. Part 15. Synthesis and Association of Ethenylene-Linked Self-Complementary Dimers.

✍ Scribed by Xiaomin Zhang; Bruno Bernet; Andrea Vasella


Publisher
John Wiley and Sons
Year
2007
Weight
11 KB
Volume
38
Category
Article
ISSN
0931-7597

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Oligonucleotide Analogues with Integrate
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The self-complementary (Z)-configured U\*[c e ]A ( \* ) dinucleotide analogues 6, 8, 10, 12, 14, and 16, and the A\*[c e ]U ( \* ) dimers 19, 21, 23, 25, 27, and 29 were prepared by partial hydrogenation of the corresponding ethynylene linked dimers. Photolysis of 14 led to the (E)-alkene 17. These

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The self-complementary, ethylene-linked U\*[c a ]A ( \* ) dinucleotide analogues 8, 10, 12, 14, 16, and 18, and the sequence-isomeric A\*[c a ]U ( \* ) analogues 20, 22, 24, 26, 28, and 30 were obtained by Pd/Ccatalyzed hydrogenation of the corresponding, known ethynylene-linked dimers. The associat

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## Abstract The self‐complementary tetrameric propargyl triols **8, 14, 18**, and **21** were synthesized to investigate the duplex formation of self‐complementary, ethynylene‐linked UUAA, AAUU, UAUA, and AUAU analogues with integrated bases and backbone (ONIBs). The linear synthesis is based on re

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## Abstract The thiomethylene‐linked U\*[s]U^(^\*^)^ dimers **9**–**14** were synthesized by substitution of the 6‐[(mesyloxy)methyl]uridine **6** by the thiolate derived from the uridine‐5′‐thioacetates **7** and **8** followed by __O__‐deprotection. Similarly, the thiomethylene‐linked A\*[s]A^(^\