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Showing papers by "Daniel M. Brown published in 1994"


Journal ArticleDOI
TL;DR: 3-Nitropyrrole, whilst not discriminating between the natural bases, was found to lead to considerable destabilisation of the duplexes, particularly when multiple substitutions were made, in contrast to the 5-nitroindole nucleoside.
Abstract: 4-, 5- and 6-Nitroindole have been investigated and compared with 3-nitropyrrole as universal bases in oligodeoxynucleotides. Of these the 5-nitroindole derivative was found to be superior giving higher duplex stability, and behaving indiscriminately towards each of the four natural bases in duplex melting experiments. 3-Nitropyrrole, whilst not discriminating between the natural bases, was found to lead to considerable destabilisation of the duplexes, particularly when multiple substitutions were made, in contrast to the 5-nitroindole nucleoside.

259 citations


Journal ArticleDOI
TL;DR: In this article, 3-Bromopropylamine hydrobromide reacts with N -hydroxyphthalimide in the presence of DBU to give, not the expected N -(3-aminopropyloxy)phthalimides, but N -3-aminooxypropyl)-phthalimidis, 6, formed by an unusual intramolecular rearrangement.

15 citations


Journal ArticleDOI
TL;DR: Oligodeoxyribonucleotides containing degenerate bases, 6H,8H-3,4-dihydropyrimido[4,5-c][1,2]oxazin-7-one (P), 2-amino-6-methoxyaminopurine (K), and N6 - methoxyadenine (Z) were used for the preparation of DNA templates by enzymatic ligation of DNA fragments.
Abstract: Oligodeoxyribonucleotides containing degenerate bases, 6H,8H-3,4-dihydropyrimido[4,5-c][1,2]oxazin-7-one (P), 2-amino-6-methoxyaminopurine (K), and N6 -methoxyadenine (Z) were made on a DNA synthesizer. The oligonucleotides were used for the preparation of DNA templates by enzymatic ligation of DNA fragments. The templates were annealed with a primer and extended with Taq DNA polymerase and dNTPs to reveal the nucleotide(s) incorporated opposite the modified bases. Analysis of the products showed that A was inserted opposite the pyrimidine P and T opposite the purines, K and Z. Incorporation of a small amount of C opposite K was also observed.

4 citations


Journal ArticleDOI
TL;DR: In this article, a fixed anti-conformer of N4-alkoxycytidines was synthesized to investigate its hydrogen-bonding potential, which was shown to have hydrogen bonding potential.
Abstract: 5-B-D-Ribofuranosyl-3H,5H,7H-pyrimido[4,5-c][1,2]oxazol-6-one, 13, a fixed anti-conformer of N4-alkoxycytidines was synthesised to investigate its hydrogen-bonding potential.

3 citations