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2 results on '"Wise, Dean S."'

1. Dimetalation of Pyrazines. A One-Pot Synthesis of Multisubstituted Pyrazine C-Nucleosides.

Author

Liu, Weimin, Wise, Dean S., and Townsend, Leroy B.

Subjects
*NUCLEOSIDES, *PYRIDAZINES, *ADDITION reactions, *NUCLEOPHILIC reactions, *BIOSYNTHESIS
Abstract

Studies the synthesis of pyrazine C-nucleosides using sequential dilithiation-addition method. Dilithiopyrazine and electrophile reaction; Aromatic peaks of the O-benzyl groups on the sugar moiety; Result of the nucleophilic substitution by phenylthiolithium; Ortho relationship between the methyl peaks.

Published
2001
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2. Pyrrolo-dC and pyrrolo-C: fluorescent analogs of cytidine and 2′-deoxycytidine for the study of oligonucleotides

Author

Berry, David A., Jung, Kee-Yong, Wise, Dean S., Sercel, Anthony D., Pearson, William H., Mackie, Hugh, Randolph, John B., and Somers, Robert L.

Subjects
*ACRYLONITRILE, *OLIGONUCLEOTIDES, *PYRROLES, *PYRIMIDINES
Abstract

Pyrrolo-dC (1a, 6-methyl-3-(2-deoxy-β-d-ribofuranosyl)-3H-pyrrolo[2,3-d]pyrimidin-2-one) and its cyanoethyl phosphoramidite 2a were synthesized. The latter was incorporated into oligodeoxyribonucleotides by standard automated synthesis techniques, where pyrrolo-dC was found to serve as a fluorescent analog of deoxycytidine. The cyanoethylphosphoramidite (2b) of pyrrolo-C (2a, 6-methyl-3-(β-d-ribofuranosyl)-3H-pyrrolo[2,3-d]pyrimidin-2-one) was also synthesized and may find use for the site-specific incorporation of a fluorescent cytidine analog into oligoribonucleotides. [Copyright &y& Elsevier]

Published
2004
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