Oligonucleotide synthesis (English Wikipedia)

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Froehler, B. C.; Ng, P. G.; Matteucci, M. D. (1986). "Synthesis of DNA via deoxynucleoside H-phosphonate intermediates". Nucleic Acids Res. 14 (13): 5399–5407. doi:10.1093/nar/14.13.5399. PMC 311548. PMID 3737406.
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Wada, T.; Sato, Y.; Honda, F.; Kawahara, S.; Sekine, M. (1997). "Chemical Synthesis of Oligodeoxyribonucleotides Using N-Unprotected H-Phosphonate Monomers and Carbonium and Phosphonium Condensing Reagents: O-Selective Phosphonylation and Condensation". J. Am. Chem. Soc. 119 (52): 12710–12721. Bibcode:1997JAChS.11912710W. doi:10.1021/JA9726015.
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Kamer, P. C. J.; Roelen, H. C. P. F.; Van den Elst, H.; Van der Marel, G. A. & Van Boom, J. H. (1989). "An efficient approach toward the synthesis of phosphorothioate diesters via the Schoenberg reaction". Tetrahedron Lett. 30 (48): 6757–6760. doi:10.1016/S0040-4039(00)70669-1.
Agrawal, S.; Tang, J. Y. (1990). "Efficient synthesis of oligoribonucleotide and its phosphorothioate analog using H-phosphonate approach". Tetrahedron Lett. 31 (52): 7541–7544. doi:10.1016/S0040-4039(00)97293-9.
Almer, H.; Stawinski, J.; Strӧmberg, R. (1996). "Solid support synthesis of all-Rp-oligo(ribonucleoside phosphorothioate)s". Nucleic Acids Res. 24 (19): 3811–3820. doi:10.1093/nar/24.19.3811. PMC 146170. PMID 8871563.
Tram, K.; Wang, X.; Yan, H. (2007). "Facile Synthesis of Oligonucleotide Phosphoroselenoates". Org. Lett. 9 (24): 5103–5106. doi:10.1021/ol702305v. PMID 17973486.
Froehler, B. C. (1986). "Deoxynucleoside H-phosphonate diester intermediates in the synthesis of internucleotide phosphate analogs". Tetrahedron Lett. 27 (46): 5575–5578. doi:10.1016/S0040-4039(00)85269-7.
Froehler, B. C.; Ng, P. G.; Matteucci, M. D. (1988). "Phosphoramidate analogs of DNA: synthesis and thermal stability of heteroduplexes". Nucleic Acids Res. 16 (11): 4831–4839. doi:10.1093/nar/16.11.4831. PMC 336699. PMID 3387210.
Dagle, J. M.; Andracki, M. E.; DeVine, R. J.; Walder, J. (1991). "Physical properties of oligonucleotides containing phosphoramidate-modified internucleoside linkages". Nucleic Acids Res. 19 (8): 1805–1810. doi:10.1093/nar/19.8.1805. PMC 328108. PMID 2030962.
Maier, M. A.; Guzaev, A. P.; Manoharan, M. (2000). "Synthesis of Chimeric Oligonucleotides Containing Phosphodiester, Phosphorothioate, and Phosphoramidate Linkages". Org. Lett. 2 (13): 1819–1822. doi:10.1021/ol005842h. PMID 10891166.
Mohe, N. U.; Padiya, K. J.; Salunkhe, M. M. (2003). "An efficient oxidizing reagent for the synthesis of mixed backbone oligonucleotides via the H-Phosphonate approach". Bioorg. Med. Chem. 11 (7): 1419–1431. doi:10.1016/S0968-0896(02)00615-6. PMID 12628668.
Kung, P. P. & Jones, R. A. (1992). "H-phosphonate DNA synthesis without amino protection". Tetrahedron Lett. 33 (40): 5869–5872. doi:10.1016/S0040-4039(00)61075-4.
Gilham, P. T.; Khorana, H. G. (1958). "Studies on Polynucleotides. I. A New and General Method for the Chemical Synthesis of the C5'-C3' Internucleotidic Linkage. Syntheses of Deoxyribo-dinucleotides". J. Am. Chem. Soc. 80 (23): 6212. doi:10.1021/ja01556a016.
Letsinger, R. L.; Ogilvie, K. K. (1969). "Nucleotide chemistry. XIII. Synthesis of oligothymidylates via phosphotriester intermediates". J. Am. Chem. Soc. 91 (12): 3350. Bibcode:1969JAChS..91.3350L. doi:10.1021/ja01040a042.
Reese, C. B. (1978). "The chemical synthesis of oligo- and poly-nucleotides by the phosphotriester approach". Tetrahedron. 34 (21): 3143. doi:10.1016/0040-4020(78)87013-6.
Efimov, V. A.; Buryakova, A. A.; Reverdatto, S. V.; Chakhmakhcheva, O. G.; Ovchinnikov, Yu. A. (1983). "Rapid synthesis of long-chain deoxyribooligonucleotides by the N-methylimidazolide phosphotriester method". Nucleic Acids Res. 11 (23): 8369–8387. doi:10.1093/nar/11.23.8369. PMC 326588. PMID 6324083.
Efimov, V. A; Molchanova, N. S.; Chakhmakhcheva, O. G. (2007). "Approach to the synthesis of natural and modified oligonucleotides by the phosphotriester method using O-nucleophilic intramolecular catalysis". Nucleosides, Nucleotides and Nucleic Acids. 26 (8–9): 1087–93. doi:10.1080/15257770701516268. PMID 18058542. S2CID 34548367.
Letsinger, R. L.; Mahadevan, V. (1966). "Stepwise synthesis of oligodeoxyribonucleotides on an insoluble polymer support". J. Am. Chem. Soc. 88 (22): 5319–24. Bibcode:1966JAChS..88.5319L. doi:10.1021/ja00974a053. PMID 5979268.
Letsinger, R. L.; Finnan, J. L.; Lunsford, N. B. (1975). "Nucleotide chemistry. XX. Phosphite coupling procedure for generating internucleotide links". J. Am. Chem. Soc. 97 (11): 3278–9. Bibcode:1975JAChS..97.3278L. doi:10.1021/ja00844a090. PMID 1133350.
Matteucci, M. D.; Caruthers, M. H. (1981). "Synthesis of deoxyoligonucleotides on a polymer support". J. Am. Chem. Soc. 103 (11): 3185. Bibcode:1981JAChS.103.3185M. doi:10.1021/ja00401a041.
Beaucage, S. L.; Caruthers M. H. (1981). "Deoxynucleoside phosphoramidites—A new class of key intermediates for deoxypolynucleotide synthesis". Tetrahedron Lett. 22 (20): 1859. doi:10.1016/S0040-4039(01)90461-7.
Sinha, N. D.; Biernat, J.; McManus, J.; Kӧster, H. (1984). "Polymer support oligonucleotide synthesis. XVIII: use of β-cyanoethyl-N,N-dialkylamino-/N-morpholino phosphoramidite of deoxynucleosides for the synthesis of DNA fragments simplifying deprotection and isolation of the final product". Nucleic Acids Res. 12 (11): 4539–4557. doi:10.1093/nar/12.11.4539. PMC 318857. PMID 6547529.
McBride, L. J.; Caruthers, M. H. (1983). "Nucleotide chemistry. X. An investigation of several deoxynucleoside phosphoramidites useful for synthesizing deoxyoligonucleotides". Tetrahedron Lett. 24 (3): 245–248. doi:10.1016/S0040-4039(00)81376-3.
Adams, S. P.; Kavka, K. S.; Wykes, E. J.; Holder, S. B.; Galluppi, G. R. (1983). "Hindered dialkylamino nucleoside phosphite reagents in the synthesis of two DNA 51-mers". J. Am. Chem. Soc. 105 (3): 661–663. Bibcode:1983JAChS.105..661A. doi:10.1021/ja00341a078.
Gryaznov, S. M.; Letsinger, R. L. (1991). "Synthesis of oligonucleotides via monomers with unprotected bases". J. Am. Chem. Soc. 113 (15): 5876–5877. Bibcode:1991JAChS.113.5876G. doi:10.1021/ja00015a059.
Sekine, M., Ohkubo, A., and Seio, K. (2003). "Protonblock strategy for the synthesis of oligodeoxynucleotides without base protection, capping reaction, and P-N bond cleavage reaction". J. Org. Chem. 68 (14): 5478–5492. doi:10.1021/jo034204k. PMID 12839438.{{cite journal}}: CS1 maint: multiple names: authors list (link)
Reddy, M. P.; Hanna, N. B.; Farooqui, F (1997). "Ultrafast Cleavage and Deprotection of Oligonucleotides Synthesis and Use of C^Ac Derivatives". Nucleosides & Nucleotides. 16 (7): 1589–1598. doi:10.1080/07328319708006236.
McMinn, D. L.; Greenberg, M. M. (1997). "Synthesis of oligonucleotides containing 3'-alkyl amines using N-isobutyryl protected deoxyadenosine phosphoramidite". Tetrahedron Lett. 38 (18): 3123. doi:10.1016/S0040-4039(97)00568-6.
Schulhof, J. C.; Molko, D.; Teoule, R. (1987). "The final deprotection step in oligonucleotide synthesis is reduced to a mild and rapid ammonia treatment by using labile base-protecting groups". Nucleic Acids Res. 15 (2): 397–416. doi:10.1093/nar/15.2.397. PMC 340442. PMID 3822812.
Zhu, Q.; Delaney, M. O.; Greenberg, M. M. (2001). "Observation and elimination of N-acetylation of oligonucleotides prepared using fast-deprotecting phosphoramidites and ultra-mild deprotection". Bioorg. Med. Chem. Lett. 11 (9): 1105–7. doi:10.1016/S0960-894X(01)00161-5. PMID 11354354.
McBride, L. J.; Kierzek, R.; Beaucage, S. L.; Caruthers, M. H. (1986). "Nucleotide chemistry. 16. Amidine protecting groups for oligonucleotide synthesis". J. Am. Chem. Soc. 108 (8): 2040–2048. Bibcode:1986JAChS.108.2040M. doi:10.1021/ja00268a052.
Guzaev, A. P.; Manoharan, M. (2001). "Phosphoramidite Coupling to Oligonucleotides Bearing Unprotected Internucleosidic Phosphate Moieties". J. Org. Chem. 66 (5): 1798–1804. doi:10.1021/jo001591e. PMID 11262130.
Ogilvie, K. K.; Theriault, N.; Sadana, K. L. (1977). "Synthesis of oligoribonucleotides". J. Am. Chem. Soc. 99 (23): 7741–7743. Bibcode:1977JAChS..99.7741O. doi:10.1021/ja00465a073. PMID 915168.
Usman, N.; Ogilvie, K. K.; Jiang, M. Y.; Cedergren, R. J. (1987). "The automated chemical synthesis of long oligoribuncleotides using 2'-O-silylated ribonucleoside 3'-O-phosphoramidites on a controlled-pore glass support: synthesis of a 43-nucleotide sequence similar to the 3'-half molecule of an Escherichia coli formylmethionine tRNA". J. Am. Chem. Soc. 109 (25): 7845–7854. Bibcode:1987JAChS.109.7845U. doi:10.1021/ja00259a037.
Usman, N.; Pon, R. T.; Ogilvie, K. K. (1985). "Preparation of ribonucleoside 3'-O-phosphoramidites and their application to the automated solid phase synthesis of oligonucleotides". Tetrahedron Lett. 26 (38): 4567–4570. doi:10.1016/S0040-4039(00)98753-7.
Scaringe, S. A.; Francklyn, C.; Usman, N. (1990). "Chemical synthesis of biologically active oligoribonucleotides using β-cyanoethyl protected ribonucleoside phosphoramidites". Nucleic Acids Res. 18 (18): 5433–5441. doi:10.1093/nar/18.18.5433. PMC 332221. PMID 2216717.
Pitsch, S.; Weiss, P. A.; Wu, X.; Ackermann, D.; Honegger, T. (1999). "Fast and reliable automated synthesis of RNA and partially 2'-O-protected precursors ("caged RNA") based on two novel, orthogonal 2'-O-protecting groups". Helv. Chim. Acta. 82 (10): 1753–1761. doi:10.1002/(SICI)1522-2675(19991006)82:10<1753::AID-HLCA1753>3.0.CO;2-Y.
Pitsch, S.; Weiss, P. A.; Jenny, L.; Stutz, A.; Wu, X. (2001). "Reliable chemical synthesis of oligoribonucleotides (RNA) with 2'-O-[(triisopropylsilyl)oxy]methyl(2'-O-tom)-protected phosphoramidites". Helv. Chim. Acta. 84 (12): 3773–3795. doi:10.1002/1522-2675(20011219)84:12<3773::AID-HLCA3773>3.0.CO;2-E.
Guzaev, A.; Salo, H.; Azhayev, A.; Lӧnnberg, H. (1995). "A new approach for chemical phosphorylation of oligodeoxyribonucleotides at the 5'-terminus". Tetrahedron. 51 (34): 9375–9384. doi:10.1016/0040-4020(95)00544-I.
Sinha, N. D.; Cook, R. M. (1988). "The preparation and application of functionalized synthetic oligonucleotides: III. Use of H-phosphonate derivatives of protected amino-hexanol and mercapto-propanol or-hexanol". Nucleic Acids Res. 16 (6): 2659–2669. doi:10.1093/nar/16.6.2659. PMC 336396. PMID 3362678.
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Christiano, A.; McSwiggen, J. "RNA interference-mediated inhibition of retinoblastoma (RB1) gene expression using short interfering nucleic acid". PCT Int. Appl. (2006), WO 2006078798 A2.

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"QMaster DNA/RNA Synthesizer". Genomictechnologies.com.
"QMaster DNA/RNA Synthesizer". www.genomictechnologies.com/QmasterII.shtml. Archived from the original on 2016-03-04. Retrieved 2014-04-02.

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"Glen Research Report of Products for RNA and DNA Oligonucelotide Synthesis, Modification and Labelling". Glenres.com. 2008-01-17. Retrieved 2009-05-12.

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Powell, M. (2008-01-17). "Applied Biosystems Instruments". Glenresearch.com. Retrieved 2009-05-12.
"New Product: 0.5M CSO for non-aqueous oxidation in DNA synthesis". Glenres.com. Retrieved 2013-01-28.
"Glen Research Report of Products for RNA and DNA Oligonucelotide Synthesis, Modification and Labelling". Glenresearch.com. 2008-01-17. Retrieved 2009-05-12.
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"Glen Research Corporation products for DNA and RNA oligo synthesis – Support – 27-5010, Universal Support III PS". Glenresearch.com. 2008-11-14. Retrieved 2009-05-12.
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Dagle, J. M.; Andracki, M. E.; DeVine, R. J.; Walder, J. (1991). "Physical properties of oligonucleotides containing phosphoramidate-modified internucleoside linkages". Nucleic Acids Res. 19 (8): 1805–1810. doi:10.1093/nar/19.8.1805. PMC 328108. PMID 2030962.
Efimov, V. A.; Buryakova, A. A.; Reverdatto, S. V.; Chakhmakhcheva, O. G.; Ovchinnikov, Yu. A. (1983). "Rapid synthesis of long-chain deoxyribooligonucleotides by the N-methylimidazolide phosphotriester method". Nucleic Acids Res. 11 (23): 8369–8387. doi:10.1093/nar/11.23.8369. PMC 326588. PMID 6324083.
Sinha, N. D.; Biernat, J.; McManus, J.; Kӧster, H. (1984). "Polymer support oligonucleotide synthesis. XVIII: use of β-cyanoethyl-N,N-dialkylamino-/N-morpholino phosphoramidite of deoxynucleosides for the synthesis of DNA fragments simplifying deprotection and isolation of the final product". Nucleic Acids Res. 12 (11): 4539–4557. doi:10.1093/nar/12.11.4539. PMC 318857. PMID 6547529.
Schulhof, J. C.; Molko, D.; Teoule, R. (1987). "The final deprotection step in oligonucleotide synthesis is reduced to a mild and rapid ammonia treatment by using labile base-protecting groups". Nucleic Acids Res. 15 (2): 397–416. doi:10.1093/nar/15.2.397. PMC 340442. PMID 3822812.
Scaringe, S. A.; Francklyn, C.; Usman, N. (1990). "Chemical synthesis of biologically active oligoribonucleotides using β-cyanoethyl protected ribonucleoside phosphoramidites". Nucleic Acids Res. 18 (18): 5433–5441. doi:10.1093/nar/18.18.5433. PMC 332221. PMID 2216717.
Sinha, N. D.; Cook, R. M. (1988). "The preparation and application of functionalized synthetic oligonucleotides: III. Use of H-phosphonate derivatives of protected amino-hexanol and mercapto-propanol or-hexanol". Nucleic Acids Res. 16 (6): 2659–2669. doi:10.1093/nar/16.6.2659. PMC 336396. PMID 3362678.
Podyminogin, M. A.; Lukhtanov, E. A.; Reed, M. W. (2001). "Attachment of benzaldehyde-modified oligodeoxynucleotide probes to semicarbazide-coated glass". Nucleic Acids Res. 29 (24): 5090–5098. doi:10.1093/nar/29.24.5090. PMC 97543. PMID 11812841.
Durand, M.; Chevrie, K.; Chassignol, M.; Thuong, N. T.; Maurizot, J. C. (1990). "Circular dichroism studies of an oligodeoxyribonucleotide containing a hairpin loop made of a hexaethylene glycol chain: conformation and stability". Nucleic Acids Res. 18 (21): 6353–6359. doi:10.1093/nar/18.21.6353. PMC 332506. PMID 2243780.
Vargeese, C.; Carter, J.; Yegge, J.; Krivjansky, S.; Settle, A.; Kropp, E.; Peterson, K.; Pieken, W. (1998). "Efficient activation of nucleoside phosphoramidites with 4,5-dicyanoimidazole during oligonucleotide synthesis". Nucleic Acids Res. 26 (4): 1046–1050. doi:10.1093/nar/26.4.1046. PMC 147346. PMID 9461466.
Ogilvie, K. K.; Usman, N.; Nicoghosian, K.; Cedergren, R. J. (1988). "Total chemical synthesis of a 77-nucleotide-long RNA sequence having methionine-acceptance activity". Proc. Natl. Acad. Sci. USA. 85 (16): 5764–5768. Bibcode:1988PNAS...85.5764O. doi:10.1073/pnas.85.16.5764. PMC 281845. PMID 3413059.
Pon, R. T.; Usman, N.; Damha, M. J.; Ogilvie, K. K. (1986). "Prevention of guanine modification and chain cleavage during the solid phase synthesis of oligonucleotides using phosphoramidite derivatives". Nucleic Acids Res. 14 (16): 6453–6470. doi:10.1093/nar/14.16.6453. PMC 311657. PMID 3748816.
Alul, R. H.; Singman, C. N.; Zhang, G.; Letsinger, R. L. (1991). "Oxalyl-CPG: a labile support for synthesis of sensitive oligonucleotide derivatives". Nucleic Acids Res. 19 (7): 1527–1532. doi:10.1093/nar/19.7.1527. PMC 333911. PMID 2027761.
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