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5
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-
0024796996
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-
(1989)
Biochem. Biophys. Res. Commun.
, vol.165
, pp. 742-747
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Perbost, M.1
Lucas, M.2
Chavis, C.3
Pompon, A.4
Baumgartner, H.5
Rayner, B.6
Griengl, H.7
Imbach, J.‐L.8
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7
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-
84989503416
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-
1993, Eds.:, B. Testa, E. Kyburz, W. Fuhrer, R. Giger, Verlag Helvetica Chimica Acta, Basel, pp. 275
-
(1993)
Perspectives in Medicinal Chemistry
, pp. 297
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-
Moser, H.E.1
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8
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-
84989540396
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-
Compounds of type 1 with R = OH are also known [5], but no corresponding oligonucleotides have been reported.
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17
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84989503422
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-
6 was purified by flash chromatography and then recrystallized from acetone. In contrast to what might be implied from the above literature report, optically active material had to be recovered from the mother liquor of the recrystallization mixture, while the crystalline precipitate consisted mainly of the racemate. The [α] D25 value of 6 was −65.5 (c = 1.01 in MeOH), m.p. 99–100°C (ref. + )−6: [α] D20 = +59 (c = 1.0 in MeOH), m.p. 100–101°C, and its ee was determined as 96% by chiral HPLC.
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24
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-
84989512235
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+).
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-
-
-
27
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-
84989581789
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-
Coupling times of 10 min were routinely employed for the incorporation of 21.
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28
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-
84989569732
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-
Compound 4 is completely stable under the conditions of oligonucleotide synthesis. In addition, incorporation of 4 as an intact unit into the various oligonucleotides was ascertained by matrix‐assisted laser desorption time‐of‐flight (MALDI‐TOF) mass spectrometry [21].
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30
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0027204049
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-
(1993)
Biochemistry
, vol.32
, pp. 7832-7838
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-
Lesnik, E.A.1
Guinosso, C.J.2
Kawasaki, A.M.3
Sasmor, H.4
Zounes, M.5
Cummins, L.L.6
Ecker, D.J.7
Cook, P.D.8
Freier, S.M.9
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31
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-
84989569729
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-
The natural nucleotide building block at the 3′‐end of the oligonucleotide is present only for synthetic convenience, as it allows solid‐phase oligonucleotide synthesis to be conducted starting from a commercially available support. This residue is removed from the oligonucleotide by the action of 3′‐exonucleases rather rapidly, independent of the nature of the adjacent building blocks. The degree of protection against degradation by 3′‐exonucleases conferred by the modified building blocks 4 in TCC AGG TGT CCG ttt C is therefore determined by the half‐life of the (n – 1) species generated by removal of the 3′‐terminal cytidine residue.
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