Chemical Sensors based on Higher-Ordered Structures of Abiotic Nucleobases

基于非生物核碱基高阶结构的化学传感器

• 批准号: 13554029
• 负责人: TERAMAE Norio
• 金额: $ 8.96万
• 依托单位: Tohoku University
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for Scientific Research (B)
• 财政年份: 2001
• 资助国家: 日本
• 起止时间: 2001 至 2002
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/en/grant/KAKENHI-PROJECT-13554029/
• 关键词: chemical sensor; nucleobase; fluorescence; self-assembly; molecular recognition; bio-marker; creatinine; abasic site; グアニン; テロメア; 検出; 自己会合; オクタマー

1. Template-assisted preferential formation of syn photodimer in a pyrophosphate-induced self-assembly of a thymine-functionalized isothiouronium receptor: The effect of anion-templation is investigated for the photodimerization of a thymine-functionalized isothiouronium receptor. The receptor forms a photodimer at the thymine moiety is methanol upon the UV-irradiation, while the isothiouronium moiety works as on oxoanion binding site via o two-point hydrogen-bonding motif. As compared to the case of free receptor, the presence of pyrophosphate (PPi) resulted is the preferential formation of the cis-syn type photodimer, which would be desirable to recognize the templated PPi.Fluorescence Detection of Creatinine by a Hydrogen-Bonded Guanosine Octamer: We report the design and characterization of guanosine-based octamers held together by twenty-four hydrogen bonds and stacking interaction, capable of fluorescent detection of a clinically important substrate. The octamers consist of two c … More yclic guanosine-quartets, an formed by Hoogsteen base-pairing, and also by hydrogen bonds two quartets are coupled together so as to stack with a counterclockwise rotation. When creatinine binds to guanosine of the octamer by three hydrogen bonds similar to Watson-Crick base-pairing, the octamer labelled with pyrene dissociates to give a monomeric form accompanied by the change in visible fluorescence from green to purple.Use of A basic Site Containing DNA Strands for Nucleobase Recognition in Water: Nucleobase recognition in water is successfully achieved by the use of an abasic site (AP site) as the molecular recognition field. We intentionally constructed the AP site is DNA duplex so as to orient the AP site toward a target nucleobase, and examine the complexation of 2-amino-7-methylnaphthyridine (AMND) with nucleobases at the AP site. AMND is found to selectively bind to cytosine base (K_<11>>10^6M^1) accompanied by remarkable quenching of its fluorescence, and is available for selective and visible detection of a single-base alternation related to the cytosine base. Less

1.在胸腺嘧啶功能化的异硫脲受体的焦磷酸盐诱导的自组装中模板辅助的顺式光二聚体的优先形成：研究了阴离子模板化对胸腺嘧啶功能化的异硫脲受体的光二聚化的影响。在紫外线照射下，受体在胸腺嘧啶部分形成光二聚体，而异硫脲鎓部分通过两点氢键基序作用于含氧阴离子结合位点。与游离受体的情况相比，焦磷酸盐（PPi）的存在导致顺式-顺式光二聚体的优先形成，这对于识别模板化的PPi是期望的。我们报道了鸟苷基八聚体的设计和表征，这些八聚体通过24个氢键和堆积相互作用结合在一起，能够对临床上重要的底物进行荧光检测。八聚体由两个c ...更多信息 通过Hoogsteen碱基配对形成的环状鸟苷四联体，以及两个四联体通过氢键偶联在一起，从而以逆时针旋转堆叠。当肌酸酐通过类似于沃森-克里克碱基配对的三个氢键与八聚体的鸟苷结合时，用芘标记的八聚体解离，得到单体形式，伴随着可见荧光从绿色变为紫色。通过使用无碱基位点（AP位点）作为分子识别场，成功地实现了水中的核碱基识别。我们有意地将AP位点构建为DNA双链体，以使AP位点朝向靶核碱基，并检查2-氨基-7-甲基萘啶（AMND）与AP位点处的核碱基的复合。AMND可选择性地与胞嘧啶碱基结合（K&gt; <11>10^6M^1），并伴有明显的荧光猝灭，可用于选择性地、可见地检测与胞嘧啶碱基有关的单碱基变化。少

项目成果

Y. Kato, S. Nishizawa, N. Teramae: "Template-assisted Preferential Formation of a Syn Photodimer in a Thymine Functionalized Isothiouronium Receptor."Org. Lett.. 4(25). 4407-4410 (2002)

Y. Kato、S. Nishizawa、N. Teramae：“胸腺嘧啶功能化异硫脲受体中顺式光二聚体的模板辅助优先形成”。

Yuichi Kato, Seiichi Nishizawa, Norio Teramae: "Template-Assisted Preferential Formation of a Syn Photodimer in a Pyrophosphate-Induced Self-Assembly of a Thymine-Functionalized Isothiouronium Receptor"Org. Lett.. 4・25. 4407-4410 (2002)

加藤雄一、西泽诚一、寺前纪夫：“胸腺嘧啶功能化异硫脲受体的焦磷酸诱导自组装中顺式光二聚体的模板辅助优先形成”Org. 4・25。