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III. OLIGONUCLEOTIDES: Biophysics/Biochemistry

The N1-(3′-Deoxythymidin-3′-yl)-N2-cyano-N3-(5′-deoxythymidin-5′-yl) Guanidine Dimeric Building Block in Automated DNA Synthesis and Mass Spectrometric Analysis of Its Integrity

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Pages 1037-1040 | Published online: 16 Feb 2007

References

  • Uhlmann , E. and Peyman , A. 1990 . Chem. Rev. , 90 : 543 – 584 .
  • MM+ parametrization in the HyperchemTM computer package.
  • Pannecouque , C. , Wigerinck , P. , Van Aerschot , A. and Herdewijn , P. 1992 . Tetrahedron Lett. , 33 : 7609 – 7612 .
  • Pannecouque , C. , Vandendriessche , F. , Rozenski , J. , Janssen , G. , Busson , R. , Van Aerschot , A. , Claes , P. and Herdewijn , P. 1994 . Tetrahedron , 50 : 7231 – 7246 .
  • Pannecouque , C. , Schepers , G. , Rozenski , J. , Van Aerschot , A. , Claes , P. and Herdewijn , P. 1994 . Bioorg. Med. Chem. Lett. , 4 : 1203 – 1206 .
  • 13C(DMSO-d6): δ 11.4 (CH3); 11.5 (CH3); 37.5 (C-2′); 38.5 (C-2′); 42.9 (N-C-5′); 51.8 (N-C-3′); 60.5 (C-5′); 70.9 (C-3′); 84.2, 84.4, 84.8 and 85.2 (2 × C-1′ and 2 × C-4′); 110.7 and 110.9 (2 × C-5); 137.2 (2 × C-6); 151.3 (2 × C-2); 154.9 (CONH2); 165.3 (2 × C-4) ppm. LSIMS (thioglycerol): m/z [M+H]+ 551
  • Yamamoto , Y and Kojima , S. 1991 . The Chemistry of Amidines and Imidates , Edited by: Patai , S. and Rappoport , Z. Vol. II , pp. 485 – 526 . John Wiley & Sons Ltd. . chapter 10
  • Pieles , U. , Zücker , W. , Schär , M. and Moser , H. E. 1993 . Nucl. Acids Res. , 21 : 3191 – 3196 .
  • An aliquot, 1μL of a solution containing 80 pmol oligonucleotide per μL in distilled water, was mixed with 10 μL of an 0.5 mM solution of 2,4,6-trihydroxyacetophenone in ethanol and 5 μL of an 0.1 M solution of dibasic ammonium citrate in water. From this mixture, 1 μL was spotted on the metal target and allowed to dry by air. The mass spectra were taken on a VG Tof Spec (VG Analytical, Wytenshawe, UK) instrument which is equipped with a nitrogen laser (337 nm). The instrument was run in linear mode. Spectra were recorded in the negative ion mode using an acceleration voltage of 20 kV and were obtained by overlaying 20–120 single laser pulses. The spectrometer was calibrated externally with the [MH]− mass peak of the matrix (2,4,6-trihydroxyacetophenone) and of dT10 as reference.

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