THE INFLUENCE OF THE PURINE 2-AMINO GROUP ON DNA CONFORMATION AND STABILITY .2. SYNTHESIS AND PHYSICAL CHARACTERIZATION OF D[CGT(2-NH2)ACG], D[CGU(2-NH2)ACG], AND D[CGT(2-NH2)AT(2-NH2)ACG]
THE INFLUENCE OF THE PURINE 2-AMINO GROUP ON DNA CONFORMATION AND STABILITY .2. SYNTHESIS AND PHYSICAL CHARACTERIZATION OF D[CGT(2-NH2)ACG], D[CGU(2-NH2)ACG], AND D[CGT(2-NH2)AT(2-NH2)ACG]
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DOI：
10.1016/0040-4020(84)85098-x
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发表时间：
1984-01-01
期刊：
影响因子：
2.1
通讯作者：
JONES, RA
中科院分区：
文献类型：
--
作者：
GAFFNEY, BL;MARKY, LA;JONES, RA
本文报道了以2“-脱氧鸟苷为原料合成2-氨基-2”-脱氧腺苷（dA“）的N-保护衍生物。几个寡脱氧核苷酸含有这种修饰的核苷的合成进行了描述，连同通过熔化的研究和CD [圆二色性]构象分析的物理表征。正如预期的，2-氨基被认为增加了双链体的稳定性。虽然发现序列d（TA“）3经历盐诱导的构象转变，但混合序列如d（CGTA”CG）没有显示这种行为。这些序列中存在的所有鸟嘌呤残基都用氰乙基或4-硝基苯乙基进行O 6保护，以消除磷酸化和缩合反应期间的鸟嘌呤降解。这些O 6保护基团的引入和去除的程序进行了说明。
The synthesis of an N-protected derivative of 2-amino-2''-deoxyadenosine (dA'') from 2''-deoxyguanosine is reported. The syntheses of several oligodeoxynucleotides containing this modified nucleoside are described, together with physical characterization via melting studies and CD [circular dichroism] conformational analysis. As expected, the 2-amino group is seen to add to the duplex stability. Although the sequence d(TA'')3 was found to undergo a salt-induced conformational transition, mixed sequences such as d(CGTA''CG) did not display this behavior. All guanine residues present in these sequences were O6 protected, either with the cyanoethyl group or the 4-nitrophenylethyl group, to eliminate guanine degradation during phosphorylation and condensation reactions. Procedures for the introduction and removal of these O6 protecting groups are described.