Interaction of malachite green with guanine-rich single-stranded DNA: preferential binding to a G-quadruplex

Interaction of malachite green with guanine-rich single-stranded DNA: preferential binding to a G-quadruplex
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DOI:
10.1002/anie.200703251
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发表时间:
2007-01-01
影响因子:
16.6
通讯作者:
Pal, Haridas
Pal, Haridas
中科院分区:
化学1区
文献类型:
--
作者:
Bhasikuttan, Achikanath C.;Mohanty, Jyotirmayee;Pal, Haridas

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了解发色染料分子与蛋白质、DNA 和 RNA 等生物实体相互作用的分子机制非常重要,因为这些染料在光动力疗法、[1] 药物输送、催化 [2] 以及 DNA 和 RNA 的特定位点和序列的识别中具有潜在的生物学应用。 [3]生物分子的功能作用通常归因于它们能够采用替代结构形式来提供配体特异性结合模板,从而调节相应的生化途径。 [4, 5] 这些独特的结构掌握着根据大小、结构、电荷和其他特性识别客体发色团的关键。含有富含鸟嘌呤的序列的寡核苷酸序列可以形成相互氢键、内部折叠或链间 G-四链体,[6, 7],它们在染色体端粒、[8] 基因启动子、[9] 和免疫球蛋白开关区中具有活性。 [6c] 已经评估了相当多的有机分子与 G-四链体相互作用和稳定 G-四链体和/或影响所连接酶的相关功能的能力。 [4, 6, 10, 11] Joachimi 等人。最近研究了 G-四链体结合卟啉,并证明这种相互作用可用于控制含有 G-四链体元件的功能适体的活性。 [12]
It is important to understand the molecular mechanisms by which chromophoric dye molecules interact with biological entities, such as proteins, DNA, and RNA, as these dyes have potential biological applications in photodynamic therapy,[1] drug delivery, catalysis,[2] and the recognition of specific sites and sequences of DNA and RNA.[3] The functional roles of biomolecules are often credited to their ability to adopt alternative structural forms to provide ligand-specific binding templates, which regulate the corresponding biochemical pathways.[4, 5] These unique structures hold the key to the recognition of guest chromophores on the basis of size, structure, charge, and other properties. Oligonucleotide sequences that contain guanine-rich stretches can form mutually hydrogen bonded, internally folded, or interstrand G-quadruplexes,[6, 7] which are active in chromosomal telomeres,[8] gene promoters,[9] and immunoglobulin switch regions.[6c] A considerable number of organic molecules have been evaluated for their ability to interact with and stabilize the G-quadruplex and/or influence the associated functions of the attached enzyme.[4, 6, 10, 11] Joachimi et al. recently studied G-quadruplex-binding porphyrins and demonstrated that such interactions can be used to control the activity of functional aptamers that contain G-quadruplex elements.[12]