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Literature DB >> 20336193

C-Nucleosides Derived from Simple Aromatic Hydrocarbons.

Narayan C Chaudhuri¹, Rex X-F Ren, Eric T Kool.

Abstract

We describe the synthesis, structure and DNA incorporation of a class of novel aromatic C-deoxynucleosides in which benzenes and larger polycyclic aromatics serve as DNA base analogs. Novel approaches have been developed for glycosidic bond formation and for epimenzation of the anomeric substitutents to β-configuration, and we describe some of the properties of such compounds in DNA.

Entities: Chemical

Year: 1997 PMID： 20336193 PMCID： PMC2844787 DOI： 10.1055/s-1997-788

Source DB: PubMed Journal: Synlett ISSN： 0936-5214 Impact factor: 2.454

18 in total

1. Experimental Measurement of Aromatic Stacking Affinities in the Context of Duplex DNA.

Authors: Kevin M Guckian; Barbara A Schweitzer; Rex X-F Ren; Charles J Sheils; Pamela L Paris; Deborah C Tahmassebi; Eric T Kool
Journal: J Am Chem Soc Date: 1996-08-28 Impact factor: 15.419

2. Synthesis of showdomycin.

Authors: L Kalvoda; J Farkas; F Sorm
Journal: Tetrahedron Lett Date: 1970-06 Impact factor: 2.415

3. Nucleosides. 73. Ribosyl analogs of chloramphenicol.

Authors: R S Klein; M P Kotick; K A Watanabe; J J Fox
Journal: J Org Chem Date: 1971-12-31 Impact factor: 4.354

4. Purine nucleosides. XI. The synthesis of 2'-deoxy-9-alpha- and-beta-D-ribofuranosylpurines and the correlation of their anomeric structure with proton magnetic resonance spectra.

Authors: M J Robins; R K Robins
Journal: J Am Chem Soc Date: 1965-11-05 Impact factor: 15.419

5. C-glycosyl nucleosides. I. Studies on the synthesis of pseudouridine and related compounds.

Authors: U Lerch; M G Burdon; J G Moffatt
Journal: J Org Chem Date: 1971-06-04 Impact factor: 4.354

Review 6. Synthesis of naturally occurring C-nucleosides, their analogs, and functionalized C-glycosyl precursors.

Authors: S Hanessian; A G Pernet
Journal: Adv Carbohydr Chem Biochem Date: 1976 Impact factor: 12.200

7. Naphthalene, Phenanthrene, and Pyrene as DNA Base Analogues: Synthesis, Structure, and Fluorescence in DNA.

Authors: Rex X-F Ren; Narayan C Chaudhuri; Pamela L Paris; Squire Rumney; Eric T Kool
Journal: J Am Chem Soc Date: 1996-08-21 Impact factor: 15.419

8. Hydrophobic, Non-Hydrogen-Bonding Bases and Base Pairs in DNA.

Authors: Barbara A Schweitzer; Eric T Kool
Journal: J Am Chem Soc Date: 1995-02-22 Impact factor: 15.419

9. Non-hydrogen bonding 'terminator' nucleosides increase the 3'-end homogeneity of enzymatic RNA and DNA synthesis.

Authors: S Moran; R X Ren; C J Sheils; S Rumney; E T Kool
Journal: Nucleic Acids Res Date: 1996-06-01 Impact factor: 16.971

10. Solution structure of a bovine immunodeficiency virus Tat-TAR peptide-RNA complex.

Authors: J D Puglisi; L Chen; S Blanchard; A D Frankel
Journal: Science Date: 1995-11-17 Impact factor: 47.728

9 in total

1. Minor Groove Interactions between Polymerase and DNA: More Essential to Replication than Watson-Crick Hydrogen Bonds?

Authors: Juan C Morales; Eric T Kool
Journal: J Am Chem Soc Date: 1999-02-14 Impact factor: 15.419

2. Selective and Stable DNA Base Pairing without Hydrogen Bonds.

Authors: Tracy J Matray; Eric T Kool
Journal: J Am Chem Soc Date: 1998 Impact factor: 15.419

3. Measurement and theory of hydrogen bonding contribution to isosteric DNA base pairs.

Authors: Omid Khakshoor; Steven E Wheeler; K N Houk; Eric T Kool
Journal: J Am Chem Soc Date: 2012-02-02 Impact factor: 15.419

4. Varied Molecular Interactions at the Active Sites of Several DNA Polymerases: Nonpolar Nucleoside Isosteres as Probes.

Authors: Juan C Morales; Eric T Kool
Journal: J Am Chem Soc Date: 2000-02-16 Impact factor: 15.419