Diastereoselective Synthesis of Conformationally Restricted Dinucleotides Featuring Canonical and Noncanonical α/β Torsion Angle Combinations(α,β-D-CNA)

The synthesis of the four possible diastereoisomers of α,β‐D‐CNA 5′‐XT (X = A, T, G and C) building units of nucleic acids, in which the α and β torsional angles are stereocontrolled by a dioxaphosphorinane ring structure (D‐CNA family) is described. The crystal structure analysis of the (RC5′,SP)‐c...

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Veröffentlicht in:	European Journal of Organic Chemistry 2006-12, Vol.2006 (24), p.5515-5525
Hauptverfasser:	Dupouy, Christelle, Le Clézio, Ingrid, Lavedan, Pierre, Gornitzka, Heinz, Escudier, Jean-Marc, Vigroux, Alain
Format:	Artikel
Sprache:	eng
Schlagworte:	Conformation analysis Dinucleotide DNA structure Nucleic acids
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container_title	European Journal of Organic Chemistry
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creator	Dupouy, Christelle Le Clézio, Ingrid Lavedan, Pierre Gornitzka, Heinz Escudier, Jean-Marc Vigroux, Alain
description	The synthesis of the four possible diastereoisomers of α,β‐D‐CNA 5′‐XT (X = A, T, G and C) building units of nucleic acids, in which the α and β torsional angles are stereocontrolled by a dioxaphosphorinane ring structure (D‐CNA family) is described. The crystal structure analysis of the (RC5′,SP)‐configured α,β‐D‐CNA TT dimer demonstrates that the α and β torsional angles are restricted to the canonical {gauche(–),trans} conformation typically observed in DNA duplexes. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)
doi_str_mv	10.1002/ejoc.200600593
format	Article
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subjects	Conformation analysis Dinucleotide DNA structure Nucleic acids
title	Diastereoselective Synthesis of Conformationally Restricted Dinucleotides Featuring Canonical and Noncanonical α/β Torsion Angle Combinations(α,β-D-CNA)
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