-
1
-
-
0003082218
-
Phosphorothioate oligodeoxynucleotide analogues
-
J. S. Cohen, Ed.; The Macmillan Press Ltd.: New York
-
1. Stein, C. A.; Cohen, J. S. Phosphorothioate oligodeoxynucleotide analogues. In Oligodeoxynucleotides-Antisense Inhibitors of Gene Expression; J. S. Cohen, Ed.; The Macmillan Press Ltd.: New York, 1989; Vol. 12; pp. 97-117.
-
(1989)
Oligodeoxynucleotides-antisense Inhibitors of Gene Expression
, vol.12
, pp. 97-117
-
-
Stein, C.A.1
Cohen, J.S.2
-
3
-
-
0024212313
-
-
3. Matsukura, M.; Zon, G.; Shinozuka, K.; Stein, C. A.; Mitsuya, H.; Cohen, J. S.; Broder, S. Gene 1988, 72, 343-347.
-
(1988)
Gene
, vol.72
, pp. 343-347
-
-
Matsukura, M.1
Zon, G.2
Shinozuka, K.3
Stein, C.A.4
Mitsuya, H.5
Cohen, J.S.6
Broder, S.7
-
7
-
-
0025007536
-
-
7. Stawiński, J.; Thelin, M.; Westman, E.; Zain, R. J. Org. Chem. 1990, 55, 3503-3506.
-
(1990)
J. Org. Chem.
, vol.55
, pp. 3503-3506
-
-
Stawiński, J.1
Thelin, M.2
Westman, E.3
Zain, R.4
-
9
-
-
0001426134
-
-
9. Stawiński, J.; Thelin, M.; Zain, R. Tetrahedron Lett. 1989, 30, 2157-2160.
-
(1989)
Tetrahedron Lett.
, vol.30
, pp. 2157-2160
-
-
Stawiński, J.1
Thelin, M.2
Zain, R.3
-
10
-
-
0029897317
-
-
10. Bollmark, M.; Zain, R.; Stawiński, J. Tetrahedron Lett. 1996, 37, 3537-3540.
-
(1996)
Tetrahedron Lett.
, vol.37
, pp. 3537-3540
-
-
Bollmark, M.1
Zain, R.2
Stawiński, J.3
-
12
-
-
0028887030
-
-
12. Seeberger, P. H.; Yau, E.; Caruthers, M. H. J. Am. Chem. Soc. 1995, 117, 1472-1478.
-
(1995)
Am. Chem. Soc.
, vol.117
, pp. 1472-1478
-
-
Seeberger, P.H.1
Yau, E.2
Caruthers, M.H.J.3
-
13
-
-
0029909524
-
-
13. After this work was completed, 9-fluorenemethyl H-phosphonothioate has been advocated by Caruthers et al. as a useful reagent for the introduction of the 5′-terminal phosphorodithioate function to oligonucleotides (see, Seeberger, P. H.; Jorgensen, P. N.; Bankaitisdavis, D. M.; Beaton, G.; Caruthers, M. H. J. Am. Chem. Soc. 1996, 118, 9562-9566). The reported preparation of the reagent was, however, lengthy (a multi-step synthesis) and required several purification steps of the final product.
-
(1996)
J. Am. Chem. Soc.
, vol.118
, pp. 9562-9566
-
-
Seeberger, P.H.1
Jorgensen, P.N.2
Bankaitisdavis, D.M.3
Beaton, G.4
Caruthers, M.H.5
-
14
-
-
0011164061
-
-
14. Katagiri, N.; Bahl, C. B.; Itakura, K.; Michniewicz, J.; Narang, S. A. J. Chem. Soc. Chem. Commun. 1973, 803-804.
-
(1973)
J. Chem. Soc. Chem. Commun.
, pp. 803-804
-
-
Katagiri, N.1
Bahl, C.B.2
Itakura, K.3
Michniewicz, J.4
Narang, S.A.5
-
15
-
-
0028950832
-
-
15. Yang, Z. W.; Xu, Z. S.; Shen, N. Z.; Fang, Z. Q. Nucleosides & Nucleotides 1995, 14, 167-173.
-
(1995)
Nucleosides & Nucleotides
, vol.14
, pp. 167-173
-
-
Yang, Z.W.1
Xu, Z.S.2
Shen, N.Z.3
Fang, Z.Q.4
-
16
-
-
84920296038
-
-
note
-
HP = 605.9 Hz, H-P).
-
-
-
-
17
-
-
84920296037
-
-
note
-
31P NMR spectroscopy.
-
-
-
-
18
-
-
84920296036
-
-
For the purpose of the present studies all reactions involving 5 were carried out on the isolated compound
-
18. For the purpose of the present studies all reactions involving 5 were carried out on the isolated compound.
-
-
-
-
19
-
-
84920296035
-
-
note
-
31P NMR) with an authentic sample obtained on a different way.
-
-
-
-
20
-
-
84920296034
-
-
note
-
4OH, 85 : 10 : 5, v/v/v).
-
-
-
-
21
-
-
84920296033
-
-
In pyridine, apparently due to extended time of the reaction, the formation of 8a was accompanied by side products, which most likely resulted from the occurrence of the ligand exchange process in 5 under the reaction conditions
-
21. In pyridine, apparently due to extended time of the reaction, the formation of 8a was accompanied by side products, which most likely resulted from the occurrence of the ligand exchange process in 5 under the reaction conditions.
-
-
-
-
22
-
-
84920296032
-
-
31P NMR spectroscopy, and TLC analysis
-
31P NMR spectroscopy, and TLC analysis.
-
-
-
-
23
-
-
84920296031
-
-
After removing the excess of ammonia and pyridine, the amount of side products considerably increased, indicating that the degradation of 8b also occurred during work-up (i.e. during concentration of the reaction mixture)
-
23. After removing the excess of ammonia and pyridine, the amount of side products considerably increased, indicating that the degradation of 8b also occurred during work-up (i.e. during concentration of the reaction mixture).
-
-
-
-
26
-
-
0028206442
-
-
26. Reese, C. B.; Shek, L. H. K.; Zhao, Z. Y. Tetrahedron Lett. 1994, 35, 5085-5088.
-
(1994)
Tetrahedron Lett.
, vol.35
, pp. 5085-5088
-
-
Reese, C.B.1
Shek, L.H.K.2
Zhao, Z.Y.3
-
27
-
-
84920296030
-
-
note
-
31P NMR spectroscopy, and by TLC analysis.
-
-
-
|