Xylose-DNA Containing the Four Natural Bases

Xylose-DNA Containing the Four Natural Bases
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含有四种天然碱基的木糖-DNA

DOI:
10.1002/hlca.19960790518
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发表时间:
1996
影响因子:
1.8
通讯作者:
H. Rosemeyer
H. Rosemeyer
中科院分区:
化学4区
文献类型:
--
作者:
F. Seela;M. Heckel;H. Rosemeyer

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合成了含2′-脱氧-β-D-呋喃木糖基鸟嘌呤的寡核苷酸。合成了2-氨基腺苷(5)并转化为2′-脱氧-β-D-木鸟苷(1)。合成了2′-脱氧-β-D-木糖异鸟苷(3)和2′-脱氧-β-D-木糖黄苷(4)。化合物1分别转化为膦酸酯和亚磷酰胺结构单元10和11。寡脱氧核苷酸(5′-3′)d(xG-xT-xA-xG-xA-xA-xT-xT-xC-xT-xA-xC-T)(18)形成的双链体具有与亲本(5′-3′)-(G-T-A-G-A-A-T-T-C-T-A-C)(19)相同的Tm,但具有倒置的CD光谱。
Oligonucleotides containing (2′-deoxy-β-D-xylofuranosyl)guanine have been prepared. For this purpose 2-aminoadenosine (5) was synthesized and converted to 2′-deoxy-β-D-xyloguanosine (1). The related 2′-deoxy-β-D-xyloisoguanosine (3) and 2′-deoxy-β-D-xyloxanthosine (4) were also synthesized. Compound 1 was converted to the phosphonate and phosphoramidite building blocks 10 and 11, respectively. The oligodeoxynucleotide (5′-3′)d(xG-xT-xA-xG-xA-xA-xT-xT-xC-xT-xA-xC-T) (18) formed a duplex with the same Tm as the parent (5′-3′)-(G-T-A-G-A-A-T-T-C-T-A-C) (19), but with an inverted CD spectrum.