Literature DB >> 8127651

Oligonucleotide duplexes containing 2'-amino-2'-deoxycytidines: thermal stability and chemical reactivity.

H Aurup1, T Tuschl, F Benseler, J Ludwig, F Eckstein.   

Abstract

Thermal stabilities of oligonucleotides containing 2'-amino-2'-deoxycytidines were determined and compared to those of the unmodified oligonucleotides. The presence of the 2'-aminonucleoside destabilized duplexes in a RNA as well as a DNA context at pH 7 as well as at pH 5. The pKa of the 2'-amino group was determined by 13C-NMR spectroscopy to be 6.2. The reactivity of an oligonucleotide containing a 2'-aminonucleoside was exploited for the incorporation of rhodamine by its isothiocyanate derivative.

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Year:  1994        PMID: 8127651      PMCID: PMC307740          DOI: 10.1093/nar/22.1.20

Source DB:  PubMed          Journal:  Nucleic Acids Res        ISSN: 0305-1048            Impact factor:   16.971


  28 in total

1.  Selective 5' modification of T7 RNA polymerase transcripts.

Authors:  N Logsdon; C G Lee; J W Harper
Journal:  Anal Biochem       Date:  1992-08-15       Impact factor: 3.365

Review 2.  Small catalytic RNAs.

Authors:  R H Symons
Journal:  Annu Rev Biochem       Date:  1992       Impact factor: 23.643

3.  Stability and properties of double and triple helices: dramatic effects of RNA or DNA backbone composition.

Authors:  R W Roberts; D M Crothers
Journal:  Science       Date:  1992-11-27       Impact factor: 47.728

Review 4.  Chemically modified RNA: approaches and applications.

Authors:  O Heidenreich; W Pieken; F Eckstein
Journal:  FASEB J       Date:  1993-01       Impact factor: 5.191

5.  Sensitive fluorescence-based thermodynamic and kinetic measurements of DNA hybridization in solution.

Authors:  L E Morrison; L M Stols
Journal:  Biochemistry       Date:  1993-03-30       Impact factor: 3.162

6.  Uniformly modified 2'-deoxy-2'-fluoro phosphorothioate oligonucleotides as nuclease-resistant antisense compounds with high affinity and specificity for RNA targets.

Authors:  A M Kawasaki; M D Casper; S M Freier; E A Lesnik; M C Zounes; L L Cummins; C Gonzalez; P D Cook
Journal:  J Med Chem       Date:  1993-04-02       Impact factor: 7.446

7.  Importance of exocyclic base functional groups of central core guanosines for hammerhead ribozyme activity.

Authors:  T Tuschl; M M Ng; W Pieken; F Benseler; F Eckstein
Journal:  Biochemistry       Date:  1993-11-02       Impact factor: 3.162

8.  Oligodeoxynucleotides containing 2'-O-modified adenosine: synthesis and effects on stability of DNA:RNA duplexes.

Authors:  E A Lesnik; C J Guinosso; A M Kawasaki; H Sasmor; M Zounes; L L Cummins; D J Ecker; P D Cook; S M Freier
Journal:  Biochemistry       Date:  1993-08-03       Impact factor: 3.162

Review 9.  Antisense oligonucleotides made of 2'-O-alkylRNA: their properties and applications in RNA biochemistry.

Authors:  A I Lamond; B S Sproat
Journal:  FEBS Lett       Date:  1993-06-28       Impact factor: 4.124

10.  [Oligodeoxyribonucleotides containing 2'-amino-2'-deoxypyrimidine nucleosides].

Authors:  L G Kuznetsova; E A Romanova; E M Volkov; V N Tashlitskiĭ; T S Oretskaia; N F Krynetskaia; Z A Shabarova
Journal:  Bioorg Khim       Date:  1993-04
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  26 in total

1.  Thermodynamics of 2'-ribose substitutions in UUCG tetraloops.

Authors:  D J Williams; J L Boots; K B Hall
Journal:  RNA       Date:  2001-01       Impact factor: 4.942

2.  Dissection of a metal-ion-mediated conformational change in Tetrahymena ribozyme catalysis.

Authors:  Shu-ou Shan; Daniel Herschlag
Journal:  RNA       Date:  2002-07       Impact factor: 4.942

3.  Transition state chirality and role of the vicinal hydroxyl in the ribosomal peptidyl transferase reaction.

Authors:  Kevin S Huang; Nicolas Carrasco; Emmanuel Pfund; Scott A Strobel
Journal:  Biochemistry       Date:  2008-08-02       Impact factor: 3.162

4.  Dual-color fluorescence cross-correlation spectroscopy for multicomponent diffusional analysis in solution.

Authors:  P Schwille; F J Meyer-Almes; R Rigler
Journal:  Biophys J       Date:  1997-04       Impact factor: 4.033

5.  Incorporation of 2'-amido-nucleosides in oligodeoxynucleotides and oligoribonucleotides as a model for 2'-linked conjugates.

Authors:  C Hendrix; B Devreese; J Rozenski; A van Aerschot; A De Bruyn; J Van Beeumen; P Herdewijn
Journal:  Nucleic Acids Res       Date:  1995-01-11       Impact factor: 16.971

6.  Translation of 2'-modified mRNA in vitro and in vivo.

Authors:  H Aurup; A Siebert; F Benseler; D Williams; F Eckstein
Journal:  Nucleic Acids Res       Date:  1994-11-25       Impact factor: 16.971

7.  The identity of the nucleophile substitution may influence metal interactions with the cleavage site of the minimal hammerhead ribozyme.

Authors:  Edith M Osborne; W Luke Ward; Max Z Ruehle; Victoria J DeRose
Journal:  Biochemistry       Date:  2009-11-10       Impact factor: 3.162

8.  Thermodynamic and structural characterization of 2'-nitrogen-modified RNA duplexes.

Authors:  John W Pham; Ishwar Radhakrishnan; Erik J Sontheimer
Journal:  Nucleic Acids Res       Date:  2004-06-28       Impact factor: 16.971

9.  The 2'-OH group at the group II intron terminus acts as a proton shuttle.

Authors:  Michael Roitzsch; Olga Fedorova; Anna Marie Pyle
Journal:  Nat Chem Biol       Date:  2010-01-31       Impact factor: 15.040

10.  Development of the anti-VEGF aptamer to a therapeutic agent for clinical ophthalmology.

Authors:  Cleber A Trujillo; Arthur A Nery; Janaína M Alves; Antonio H Martins; Henning Ulrich
Journal:  Clin Ophthalmol       Date:  2007-12
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