Improved Methods for 3′-O-Succinylation of 2′-Deoxyribo- and Ribonucleosides and Their Covalent Anchoring on Polymer Supports for Oligonucleotide Synthesis

References

• Gait , M. J. , Singh , M. , Sheppard , R. C. , Edge , M. D. , Greene , A. R. , Heathcliffe , G. R. , Atkinson , T. C. , Newton , C. R. and Markham , A. F. 1980 . Nucl. Acids Res. , 8 : 1081 – 1096 .
   PubMed Web of Science ®Google Scholar
• Beaucage , S. L. and Caruthers , M. H. Tetrahedron Lett. , 22 1859 – 1862 . 9881
   Google Scholar
• Adams , S. P. , Kavka , K. S. , Wykes , E. J. , Holder , S. B. and Galluppi , G. R. 1983 . J. Am. Chem. Soc. , 105 : 661 – 663 .
   Web of Science ®Google Scholar
• Sinha , N. D. , Biernat , J. , McManus , J. and Koster , H. 1984 . Nucl. Acids Res. , 12 : 4539 – 4557 .
   PubMed Web of Science ®Google Scholar
• Schulhof , J. C. , Molko , D. and Teoule , R. 1987 . Nucl. Acids Res. , 15 : 397 – 416 .
   PubMed Web of Science ®Google Scholar
• Schulhof , J. C. , Molko , D. and Teoule , R. 1988 . Nucleic Acids Res. , 16 : 319 – 326 .
   PubMed Web of Science ®Google Scholar
• Atkinson , T. and Smith , M. 1984 . “ Oligonucleo-tide Synthesis a practical approach ” . Edited by: Gait , M. J. 35 – 81 . Oxford : IRL Press .
   Google Scholar
• Caruthers , M. H. , Barone , A. D. , Beaucage , S. L. , Dodds , D. R. , Fisher , E. F. , McBride , L. J. , Metteucci , M. , Stabinsky , Z. and Tang , J.-Y. 1987 . Meth. Enz. , 154 : 287 – 313 .
   PubMed Web of Science ®Google Scholar
• Dobrynin , V. N. , Filippova , S. A. , Bystrov , N. S. , Severtsova , I. V. and Kolosov , M. N. 1983 . Bioorg. Khim. , 9 : 706 – 710 .
   Google Scholar
• Katzhendler , J. , Cohen , S. , Rahamin , E. , Weiss , M. , Ringel , I. and Deutsch , J. 1989 . Tetrahedron , 45 : 2777 – 2780 .
   Web of Science ®Google Scholar
• Eritja , R. , Robles , J. , Fernandez , D. , Albericio , Giralt , F. , E. and Pedroso , E. 1991 . Tetrahedron Lett. , 32 : 1511 – 1514 .
   Google Scholar
• Sproat , B. S. and Brown , D. M. 1985 . Nucl. Acids Res. , 13 : 2979 – 2987 .
   PubMedGoogle Scholar
• Gough , G. R. , Brunden , K. J. and Gilham , P. T. 1983 . Tetrahedron Lett. , 24 : 5317 – 5320 .
   Web of Science ®Google Scholar
• Kumar , P. , Bose , N. K. and Gupta , K. C. 1991 . Tetrahedron Lett. , 32 : 967 – 970 .
   Web of Science ®Google Scholar
• Gupta , K. C. , Sharma , P. , Sathyanarayana , S. and Kumar , P. 1990 . Tetrahedron Lett. , 31 : 5305 – 5308 .
   Google Scholar
• Gupta , K. C. , Sharma , P. , Kumar , P. and Sathyanarayana , S. 1991 . Nucl. Acids Res. , 19 : 3019 – 3026 .
   PubMed Web of Science ®Google Scholar
• Asseline , U. and Thuong , N. T. 1990 . Tetrahedron Lett. , 31 : 81 – 84 .
   Web of Science ®Google Scholar
• Markiewicz , W. T. and Wyrzykiewicz , T. K. 1989 . Nucl. Acids Res. , 17 : 7149 – 7158 .
   PubMedGoogle Scholar
• Alul , R. H. , Singman , C. N. , Zhang , Guangrong and Letsinger , R. L. 1991 . Nucl. Acids Res. , 19 : 1527 – 1532 .
   PubMed Web of Science ®Google Scholar
• Sproat , B. S. and Gait , M. J. 1984 . “ Oligonucleo-tide Synthesis a practical approach ” . Edited by: Gait , J. M. 83 – 115 . Oxford : IRL press .
   Google Scholar
• Gait , M. J. , Matthes , H. W. D. , Singh , M. , Sproat , B. S. and Titmas , R. C. 1982 . “ Chemical and Enzymatic Synthesis of Gene Fragments a laboratory manual ” . Edited by: Gassen , H. G. and Lang , A. 1 – 42 . Florida. Basel : Verlag Chemie, Weinheim. Deerfield Beach .
   Google Scholar
• Atkinson , T. and Smith , M. 1984 . “ Oligonucleo-tide Synthesis a practical approach. ” . Edited by: Gait , M. J. 45 – 49 . Oxford : IRL Press .
   Google Scholar
• Pon , R. T. , Usman , N. and Ogilvie , K. K. 1988 . BioTechiques , 6 : 768 – 775 .
   PubMed Web of Science ®Google Scholar
• Damha , M. J. , Giannaris , P. A. and Zabarylo , S. V. 1990 . Nucl. Acids Res. , 18 : 3813 – 3821 . Damha, M.J., Ganeshan, K., Hudson, R.H.E. and Zabarylo, S.V. 1992 Nucl. Acids Res., 20, 6565-6573
   PubMed Web of Science ®Google Scholar
• Usman , N. , Ogilvie , K. K. , Jiang , M. Y. and Cedegren , R. G. 1987 . J. Am. Chem. Soc. , 109 : 7845 – 7854 .
   Web of Science ®Google Scholar
• The ultraviolet absorption characteristics of the released nucleosides were: DMTrdT (in methanol), λmax = 268. 5 and 234. 0 nm, λmin = 254. 5 nm; DMTrdCbz (in methanol), λmax = 306. 0, 259. 5 and 236. 0 nm and λmin = 292. 5, 251. 0 and 223. 5 nm; DMTrdAbz (in ethanol), λmax = 279. 0 and 234 nm and λmin = 260. 0 and 223. 5 nm; DMTrdGibu (in ethanol), λmax = 273. 0 and 235 nm and λmin = 250. 0 and 223. 5 nm. Kumar, P. and Gupta K. C. 1992 BioMed. Chem. Lett., 7, 727–730.
   Google Scholar
• Scriven , E. F. V. 1983 . Chem. Soc. Rev. , 12 : 129 – 161 .
   Web of Science ®Google Scholar
• Hofle , G. , Steglich , W. and Vörbruggen , H. 1978 . Angew. Chem. Int. Ed. Engl. , 17 : 569 – 583 .
   Web of Science ®Google Scholar
• “ Gene Assembler Plus Mannual ” . Uppsala, Sweden : Pharmacia LKB .
   Google Scholar
• Wu , R. , Wu , N.-H. , Hanna , Z. , Georges , F. and Narang , S. A. 1984 . “ Oligonucleotide Synthesis a practical approach ” . Edited by: Gait , M. J. 135 – 151 . Oxford : IRL Press .
   Google Scholar
• FPLC profile of crude 15-mer d(ATA TAT ATA TAT ATA) synthesised on support 4′(b). Column Mono Q HR 5/5. Buffers: A = 0. 4M NaCl and 0. 01M NaOH, pH 12; B = 1. 5M NaCl and 0. 01M NaOH, pH 12. Gradient : 0 % B for 2 min, 0–100% B in 23 min. Flow rate 1. 0 m1/min, Auf 0. 2.
   Google Scholar
• Autoradiograph of 20 % polyacrylamide / 7M urea gel electro-phoresis of 5′-phosphorylated d (TCT GGT CCT CGT GGT CTC CCT GGC CCC CCT GGT GCA CCT GGT GGG) (X), d(ACG AGG ACC AGA CCC ACC AGG TGC ACC AGG GGG GCC AGG GAG ACC) (Y), d(TCT GGT CCT CGT GGT CTC CCT GGC CCC CCT GGT GCA CCT GGT GGG) (X') and d(ACG AGG ACC AGA CCC ACC AGG TGC ACC AGG GGG GCC AGG GAG ACC) (Y'). Lane 1, 5′-phosphorylated X'; Lane 2, 5′-phosphorylated Y'; Lane 3, 5′-phosphorylated X; Lane 4 and 5′-phosphorylated Y.
   Google Scholar