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M. Volkan Kisakürek,
Helmut Rosemeyer (Eds.)
Perspectives in Nucleoside and Nucleic Acid Chemistry
ISBN: 3-906390-21-7
Hardcover
432 pages
February 2001
Description
The chemistry of nucleosides and nucleic acids is a rapidly
developing field. Many of the most important recent advances in medicinal
chemistry have occured in this field with the development of novel nucleoside-
and nucleotide-based antiviral and antitumor drugs. New synthesis strategies
involving novel protecting groups have helped spur progress in drug-development
and genome-sequencing research.
This volume, comprised of contributions written by internationally recognized
experts, covers cutting-edge developments in current nucleoside and nucleic acid
research. The most recent synthesis innovations, including combinatorial
approaches, spectroscopy and structural studies, thermodynamic and computational
investigations, stability assessments, and medicinal applications are presented.
Synthetic, physical, organic, bioorganic, and medicinal chemists working on all
aspects of nucleoside and nucleic acid research will value this comprehensive
state-of-the-art overview.
Index
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NUCLEOSIDES AND NUCLEOTIDES
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The Synthesis of Bicyclic N4-Amino-2'-deoxycytidine
Derivatives (D Loakes, et al.).
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Synthesis and Biological Activity of
2'-Fluoro-D-arabinofuranosylpyrazolo-[3,4-d]pyrimidine Nucleosides (A.
Shortnacy-Fowler, et al.).
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A Novel Route for the Synthesis of Deoxy Fluoro Sugars
and Nucleosides (I. Mikhailopulo & G. Sivets).
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A Practical Synthesis of 3'-Thioguanosine and of Its
3'-Phosphoramidothioite (a Thiophosphoramidite) (J. Matulic-Adamic & L.
Beigelman).
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Novel Nucleoside Analogues with Fluorophores Replacing
the DNA Base (C. Strässler, et al.).
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2-(Glucosylthio)ethyl Groups as Potential Biolabile
Phosphate-Protecting Groups of Mononucleotides (N. Schlienger, et al.).
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New 2-(4-Nitrophenyl)ethyl(Npe)- and
2-(4-Nitrophenyl)ethoxycarbonyl-(Npeoc)-Protected 2'-Deoxyribonucleosides
and Their 3'-Phosphoramidites - Versatile Building Blocks for
Oligonucleotide Synthesis (H. Lang, et al.).
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Synthesis of Conformationally Restricted Carbocyclic
Nucleosides: The Role
of the O(4')-Atom in the Key Hydration Step of Adenosine Deaminase (V.
Marquez, et al.).
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Studies on the Adamantylation of N-Heterocycles and
Nucleosides (Z. Kazimierczuk, et al.).
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Six-Membered Carbocyclic Nucleosides with a Purine Base
Moiety: Synthesis, Conformational Analysis, and Antiviral Activity (J. Wang
& P. Herdewijn).
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Individual Isomers of Dinucleoside Boranophosphates as
Synthons for Incorporation into Oligonucleotides: Synthesis and
Configurational Assignment (Z. Sergueeva, et al.).
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Synthesis of Boron-Containing ADP and GDP Analogues:
Nucleoside 5'-(Pα-Boranodiphosphates) (J. Lin, et al.).
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Isonucleosides with Exocyclic Methylene Groups (S. Bera
& V. Nair).
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OLIGONUCLEOTIDES
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Oligonucleotides Fuctionalized by Fluorescein and
Rhodamine Dyes: Michael Addition of Methyl Acrylate to 2'-Deoxypseudouridine
(N. Ramzaeva, et al.).
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Base-Pairing Properties of 8-Aza-7-deazaadenine Linked
via the 8-Position to the DNA Backbone (F. Seela, et al.).
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Nucleic-Acid Analogs with Restricted Conformational
Flexibility in the Sugar-Phosphate Backbone ('Bicyclo-DNA'). Part 7.
Synthesis and Properties of Oligodeoxynucleotides Containing
[(3'S,5'S,6'R)-6'-Amino-2'-deoxy-3',5'-ethano-β-D-ribofuranosyl]thymine ( =
(6'R)-6'-Amino-bicyclo-thymidine) (R. Meier, et al.).
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Oligonucleotides Containing Novel 4'-C- or
3'-C-(Aminoalkyl)-Branched Thymidines (H. Pfundheller, et al.).
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1H'-Benzotriazole as Synthetic Auxiliary in a Facile
Route to N6-(Arylmethyl)-2'-deoxyadenosines: DNA Intercalators Inserted into
Three-Way Junctions (S. El-Kafrawy, et al.).
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Dipyrido[3,2-a:2',3'-c]phenazine-Tethered Oligo-DNA
Synthesis and Thermal Stability of Their DNA · DNA and DNA · RNA Duplexes
and DNA · DNA · DNA Triplexes (D. Ossipov, et al.).
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Synthesis and Properties of Oligothymidylates
Incorporating an Artificial Bend Motif (K. Seio, et al.).
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Synthesis of the Anticodon Hairpin 'RNAfMet Containing
N-{[9-(β-D-Ribofuranosyl)-9H-purin-6-yl]carbamoyl}-L-threonine ( =
N6-{{[(1S,2R)-l-Carboxy-2-hydroxypropyl]amino}carbonyl}adenosine, t6A) (V.
Boudou, et al.).
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Stepwise Solid-Phase Synthesis of
Peptide-Oligonucleotide Conjugates on New Solid Supports (M. Antopolsky & A.
Azhayev).
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Influence of the Type of Junction in DNA-3'-Peptide
Nucleic Acid (PNA) Chimeras on Their Binding Affinity to DNA and RNA (B.
Greiner, et al.).
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Triple Helices of Optimally Capped Duplex DNA (σ-DNA)
with Homopyrimidine DNA and RNA at Neutral pH (W. Bannwarth & P. Iaiza).
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Synthesis of 5'-C- and 2'-O-(Bromoalkyl)-Substituted
Ribonucleoside Phosphoramidites for the Post-synthetic Functionalization of
Oligonucleotides on Solid Support (X. Wu & S. Pitsch).
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Synthesis and Stability of GNRA-Loop Analogs (K.
Wörner, et al.).
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Synthesis of 3'-Thioamido-Modified 3'-Deoxythymidine
5'-Triphosphates by Regioselective Thionation and Their Use as Chain
Terminators in DNA Sequencing (C. Wojczewski, et al.).
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Hydrolysis of Phosphodiester Bonds within RNA Hairpin
Loops in Buffer Solutions: the Effect of Secondary Structure on the Inherent
Reactivity of RNA Phosphodiester Bonds (I. Zagorowska, et al.).
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Duplex-Stabilization Properties of
Oligodeoxynucleotides Containing N2-Substituted Guanine Derivatives (R.
Eritja, et al.).
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Use of the Fluorescent Nucleoside Analogue
Benzo[g-]quinazoline 2'-O-Methyl-β-D-ribofuranoside to Monitor the Binding
of HIV-1 Tat Protein or of Antisense Oligonucleotides to the TAR RNA
Stem-Loop (A. Arzamanov, et al.).
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Solution Structure of a RNA Decamer Duplex, Containing
9-[2-O-(β-D-ribofuranosyl)-β-D-ribofuranosyl]adenine, a Special Residue in
Lower Eukaryotic Initiator tRNAs (I. Layten, et al.).
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Solution Structure of a Hexitol Nucleic Acid Duplex
with Four Consecutive T·T Base Pairs (E. Lescrinier, et al.).
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Nonenzymatic Oligomerization Reactions on Templates
Containing Inosinic Acid or Diaminopurine Nucleotide Residues (I. Kozlov &
L. Orgel).
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Index.
Reviews
"It will be a useful addition to the bookshelf of chemists
working in the area of nucleosides and nucleic acids." (Perkin Transactions,
No.13, 2001)
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