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Attachment of Reporter and Conjugate Groups to the 3′ Termini of Oligonucleotides

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1982
  • Abstract
  • Table of Contents
  • Figures
  • Literature Cited

Abstract

 

Conjugation of oligonucleotides at the 3 terminus is less common because this site is used for covalent linkage to solid?phase oligonucleotide synthesis supports. However, 3?oligonucleotide conjugates have several valuable physicochemical properties, including their ability to stabilize nucleic acid hybridization complexes and to retard the activity of exonucleases. This unit discusses methods for preparing oligonucleotides conjugated at the 3 terminus.

     
 
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Table of Contents

  • Modified Solid Phase Synthesis Supports and Phosphoramidites
  • Solid Phase Synthesis Supports for Producing 3′‐Fuctional Groups Suitable for Conjugation
  • Postsynthetic Conjugation
  • Summary
  • Literature Cited
  • Figures
     
 
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Materials

 
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Figures

  •   Figure 4.5.1 Generic oligonucleotide 3′‐conjugate.
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  •   Figure 4.5.2 Solid phase supports for attaching polyethylene glycol (S.2 ) and cholesterol (S.3 ) to the 3′ termini of oligonucleotides.
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  •   Figure 4.5.3 Solid support for conjugating biotin (S.4 ) or other conjugants (S.5 ) to oligonucleotides at their 3′ termini.
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  •   Figure 4.5.4 A universal support for preparing 3′‐modified oligonucleotides.
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  •   Figure 4.5.5 Thioester support for the preparation of 3′‐modified oligonucleotides.
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  •   Figure 4.5.6 Supports for the release of oligonucleotides containing 3′‐thiols (S.8 ) and 3′‐aldehydes (S.9 ).
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  •   Figure 4.5.7 Supports for the release of oligonucleotides containing various 3′‐functional groups.
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  •   Figure 4.5.8 Photolabile and Pd(0)‐labile orthogonal oligonucleotide synthesis supports.
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  •   Figure 4.5.9 Introduction of dyes and porphyrins at the 3′ termini of oligonucleotides.
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  •   Figure 4.5.10 Postsynthetic modification of oligonucleotide 3′‐carboxylic acids.
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  •   Figure 4.5.11 Postsynthetic modification of oligonucleotide 3′‐thiols.
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  •   Figure 4.5.12 Postsynthetic modification of oligonucleotide 3′‐phosphorothioates.
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  •   Figure 4.5.13 Template‐mediated oligonucleotide coupling.
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  •   Figure 4.5.14 Postsynthetic modification of oligonucleotides by reductive amination.
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  •   Figure 4.5.15 Solution phase conjugation of protected oligonucleotides.
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  •   Figure 4.5.16 Oligonucleotide conjugates and bis‐conjugates prepared from protected oligonucleotides.
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  •   Figure 4.5.17 Oligonucleotide conjugates prepared from protected substrates containing 3′‐alkyl‐amines.
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  •   Figure 4.5.18 Topological control of nucleopeptide formation.
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  •   Figure 4.5.19 Solution phase synthesis of nucleopeptides.
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  •   Figure 4.5.20 Support for the linear synthesis of nucleopeptides.
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  •   Figure 4.5.21 Modification of surfaces by conjugation of 3′‐derivatized oligonucleotides.
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Literature Cited

Literature Cited
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