Peptide Ribonucleic Acids (PRNA). 2. A Novel Strategy for Active Control of DNA Recognition through Borate Ester Formation
Peptide Ribonucleic Acids (PRNA). 2. A Novel Strategy for Active Control of DNA Recognition through Borate Ester Formation
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肽核糖核酸 (PRNA)。
DOI：
10.1021/ja9935456
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发表时间：
2000
影响因子：
15
通讯作者：
Y. Inoue
中科院分区：
文献类型：
--
作者：
T. Wada;N. Minamimoto;and Yoshiaki Inaki;Y. Inoue
研究了硼砂和硼酸对新型单聚和寡聚肽核糖核酸（PRNAs）的核碱基取向和识别行为的影响。CD和NOE差谱研究表明，5′-氨基-5′-脱氧尿苷和5′-氨基-5′-脱氧胞苷的碱基取向在硼酸盐缓冲液或硼砂的加入下由反向同步转变。这一现象的起因是糖的顺-2 ',3 ' -二醇的环硼酸酯化和糖的5 ' -氨基质子与碱的2-羰基氧之间的氢键相互作用的协同作用。由于这种通过添加硼酸盐来改变碱基取向的新策略可能适用于核酸的识别控制，如果糖的5 ' -质子和顺式-2 ',3 ' -二醇保持不变，我们合成了一系列的PRNAs，其中5 ' -氨基-5 ' -脱氧嘧啶核糖核苷片段被附加到单或寡核苷酸（γ-l-谷氨酸）上。
The effect of adding borax and boric acids on the nucleobase orientation and recognition behavior of novel mono- and oligomeric peptide ribonucleic acids (PRNAs) has been investigated. The base orientation of 5‘-amino-5‘-deoxyuridine and 5‘-amino-5‘-deoxycytidine was shown by CD and NOE difference spectral studies to switch from anti to syn in borate buffer or upon addition of borax. The origin of this phenomenon is elucidated to be the cooperative effect of the cyclic borate esterification of the sugar's cis-2‘,3‘-diol and the hydrogen-bonding interaction between the sugar's 5‘-amino proton and the base's 2-carbonyl oxygen. Because this new strategy for switching the base orientation through the addition of borate is potentially applicable to the recognition control of nucleic acids if the sugar's 5‘-proton and cis-2‘,3‘-diol remain unmodified, we synthesized a series of PRNAs, in which the 5‘-amino-5‘-deoxypyrimidine ribonucleoside moiety was appended to a mono- or oligo(γ-l-glutamic acid) backbone thro...