手性石墨烯量子点与DNA相互作用及其机制研究

doi:10.6023/A20040109

化学学报 ›› 2020, Vol. 78 ›› Issue (6): 577-586.DOI: 10.6023/A20040109 上一篇

所属专题：分子探针、纳米生物学与生命分析化学

研究论文

手性石墨烯量子点与DNA相互作用及其机制研究

李海梅^a, 罗华健^a, 肖琦^a, 杨立云^a, 黄珊^a,b, 刘义^a,b

a 南宁师范大学化学与材料学院广西天然高分子化学与物理重点实验室南宁 530001;
b 武汉大学化学与分子科学学院武汉 430072

投稿日期:2020-04-17 发布日期:2020-06-03
通讯作者: 黄珊, 刘义 E-mail:huangs@nnnu.edu.cn;yiliuchem@whu.edu.cn
基金资助:
项目受国家自然科学基金（Nos.21873075，21864006，21763005，21673166，21563006）资助.

Investigations of Interactions and Mechanisms of Chiral Graphene Quantum Dots with DNA

Li Haimei^a, Luo Huajian^a, Xiao Qi^a, Yang Liyun^a, Huang Shan^a,b, Liu Yi^a,b

a Guangxi Key Laboratory of Natural Polymer Chemistry and Physics, College of Chemistry and Materials, Nanning Normal University, Nanning 530001, China;
b College of Chemistry and Molecular Sciences, Wuhan University, Wuhan 430072, China

Received:2020-04-17 Published:2020-06-03
Supported by:
Project supported by the National Natural Science Foundation of China (Nos. 21873075, 21864006, 21763005, 21673166, 21563006).

文章分享

1. Supporting Informaiton-A20040109.pdf(357KB)

摘要/Abstract

手性作为自然界最重要的特性之一，与生命活动息息相关.因此，手性纳米材料在材料学及生物学相关领域的研究引起了极大的关注.本工作提出了一种采用一步水热法合成手性石墨烯量子点的新方法.该方法以柠檬酸和L-色氨酸为原料进行手性石墨烯量子点的合成，通过圆二色光谱法证明了两种手性石墨烯量子点具有两个对称性高的手性信号，圆二色吸收峰分别位于230 nm和305 nm.通过荧光光谱法获取了它们与ctDNA相互作用的系列热力学参数，采用粘度测量、DNA熔链温度实验并结合多种谱学方法证明，手性石墨烯量子点与小牛胸腺DNA（ctDNA）之间的结合存在较大的手性差异.紫外-可见吸收光谱证明手性石墨烯量子点均能使ctDNA的吸收峰红移，并出现减色效应.手性石墨烯量子点提高了ctDNA的熔链温度，但降低了ctDNA的相对粘度.通过氢键和范德华力相互作用，手性石墨烯量子点均插入ctDNA的G-C碱基对中，这严重影响了ctDNA的右手B型螺旋结构.因空间位阻效应不同，右手性石墨烯量子点比左手性石墨烯量子点更容易与右手B型螺旋的ctDNA结合，且对ctDNA的右手B型螺旋结构产生显著的影响.这些结论阐明了手性石墨烯量子点与ctDNA之间嵌插结合作用的分子机制，为手性纳米材料在化学、生物学、医学等许多科学领域的发展提供有价值的信息.

关键词: 手性石墨烯量子点, 小牛胸腺DNA, 光谱法, 作用机理, 热力学参数, 空间位阻

As one of the most important characteristics of nature, chirality is closely related to life activities. Therefore, chiral nanomaterials have caused great attention in material, biology and some related fields. In this paper, a new preparation method for chiral graphene quantum dots (L-GQDs and D-GQDs) was proposed via one-step hydrothermal method. This method used citric acid and L(or D)-tryptophan as raw materials to synthesize chiral graphene quantum dots. Circular dichroism spectroscopy proved that the two chiral graphene quantum dots had two chiral signals with high symmetry, and the absorption peaks were located at 230 nm and 305 nm, respectively. A lot of thermodynamic parameters have been obtained by using fluorescence. The results of viscosity measurement, DNA melting experiments and multi-spectroscopic methods indicated that there was a large chiral difference between the combination of chiral graphene quantum dots and ctDNA. UV-Vis absorption spectrometry proved that the two different chiral graphene quantum dots caused the slightly red shift of absorption peak and hypochromic effect of ctDNA. These quantum dots increased the melting temperature of DNA, but reduced the relative viscosity of ctDNA. Through hydrogen bonding and van der Waals interaction, both graphene quantum dots were inserted into the G-C base pair of ctDNA, which affected the right-handed B-form helicity of ctDNA significantly. The steric hindrance effects of L-GQDs and D-GQDs were different, resulting in the differences of them in their intercalation and binding with ctDNA. Comparably, D-GQDs with right-handedness exhibited the strongest intercalative binding ability with ctDNA, and were easier to intercalate into ctDNA with the right-handed B-helical structure, causing the significant influence on right-handed B-helical structure of ctDNA. These results revealed the molecular mechanisms of the intercalative binding interactions between chiral graphene quantum dots and DNA, which provided valuable information for the development of chiral nanomaterials in chemistry, biology, and medicine areas.

Key words: chiral graphene quantum dot, calf thymus DNA, spectroscopy, interaction mechanism, thermodynamic parameter, steric hindrance

引用此文

李海梅, 罗华健, 肖琦, 杨立云, 黄珊, 刘义. 手性石墨烯量子点与DNA相互作用及其机制研究[J]. 化学学报, 2020, 78(6): 577-586.

Li Haimei, Luo Huajian, Xiao Qi, Yang Liyun, Huang Shan, Liu Yi. Investigations of Interactions and Mechanisms of Chiral Graphene Quantum Dots with DNA[J]. Acta Chimica Sinica, 2020, 78(6): 577-586.

导出引用 EndNote|Reference Manager|ProCite|BibTeX|RefWorks

分享此文

参考文献

[1] Crassous, J. Chem. Soc. Rev. 2009, 38, 830.
[2] Li, Q.; Jia, Y.; Li, J. B. Acta Chim. Sinica 2019, 77, 1173. (李琦, 贾怡, 李峻柏, 化学学报, 2019, 77, 1173.)
[3] Xiong, F.; Li, L. Chinese J. Org. Chem. 2018, 38, 2927. (熊斐, 李莉, 有机化学, 2018, 38, 2927.)
[4] Cai, J.; Hao, C.; Sun, M.; Ma, W.; Xu, C.; Kuang, H. Small 2018, 14, 1703931.
[5] Mohammadi, E.; Tsakmakidis, K. L.; Askarpour, A. N.; Dehkhoda, P.; Tavakkoli, A.; Altug, H. ACS Photonics 2018, 5, 2669.
[6] Liu, G. J.; Shi, H. Chinese J. Org. Chem. 2016, 36, 2583.
[7] Liu, Q.; Guo, B. D.; Rao, Z. Y.; Zhang, B. H.; Gong, J. R. Nano Lett. 2013, 13, 2436.
[8] Ge, S. Y.; He, J. B.; Ma, C. T.; Liu, J. Y.; Xi, F. N.; Dong, X. P. Talanta 2019, 199, 581.
[9] Lu, H. T.; Li, W. J.; Dong, H. F.; Wei, M. L. Small 2019, 15, 1902136.
[10] Sajjadi, S.; Khataee, A.; Soltani, R. D. C.; Hasanzadeh, A. J. Phys. Chem. Solids 2019, 127, 140.
[11] Zhou, X. Q.; Sun, Q.; Jiang, L.; Li, S. T.; Gu, W.; Tian, J. L.; Liu, X.; Yan, S. P. Dalton Trans. 2015, 44, 9516.
[12] Carrillo-Carrión, C.; Cárdenas, S.; Simonet, B. M.; Simonet, B. M.; Valcárcel, M. Anal. Chem. 2009, 81, 4730.
[13] Zeng, C. J.; Jin, R. C. Chem 2017, 12, 1839.
[14] Jiang, S.; Chekini, M.; Qu, Z. B.; Wang, Y. C.; Yeltik, A.; Liu, Y. G.; Kotlyar, A.; Zhang, T. Y.; Li, B.; Demir, H. V.; Kotov, N. A. J. Am. Chem. Soc. 2017, 139, 13701.
[15] Li, F.; Li, Y. Y.; Yang, X.; Han, X. X.; Yang, J.; Wei, T. T.; Yang, D. Y.; Xu, H. P.; Nie, G. J. Angew. Chem., Int. Ed. 2018, 57, 2377.
[16] Suzuki, N.; Wang, Y. C.; Elvati, P.; Qu, Z. B.; Kim, K.; Jiang, S.; Baumeister, E.; Lee, J.; Yeom, B. J.; Bahng, J. H.; Lee, J.; Violi, A.; Kotov, N. A. ACS Nano 2016, 10, 1744.
[17] Xu, L. G.; Xu, Z.; Ma, W.; Liu, L. Q.; Wang, L. B.; Kuang, H.; Xu, C. H. J. Mater. Chem. B 2013, 1, 4478.
[18] Gan, Z.; Xu, H.; Hao, Y. Nanoscale 2016, 8, 7794.
[19] Xu, M. H.; He, G. L.; Li, Z. H.; He, F. J.; Gao, F.; Su, Y. J.; Zhang, L. Y.; Yang, Z.; Zhang, Y. F. Nanoscale 2014, 6, 10307.
[20] Singh, H.; Sreedharan, S.; Tiwari, K.; Green, N. H.; Smythe, C.; Pramanik, S. K.; Thomas, J. A.; Das, A. Chem. Commun. 2019, 55, 52.
[21] SimoEs, E. F. C.; Da Silva, J. C. G. E.; LeitaO, J. M. M. Anal. Chim. Acta 2014, 852, 174.
[22] Liu, Z. G.; Xiao, J. C.; Wu, X. W.; Lin, L. Q.; Weng, S. H.; Chen, M.; Cai, X. H.; Lin, X. H. Sens. Actuators, B 2016, 229, 217.
[23] Peng, J.; Gao, W.; Gupta, B. K.; Liu, Z.; Romero-Aburto, R.; Ge, L. H.; Song, L.; Alemany, L. B.; Zhan, X. B.; Gao, G. H.; Vithayathil, S. A.; Kaipparettu, B. A.; Marti, A. A.; Hayashi, T.; Zhu, J. J.; Ajayan, P. M. Nano Lett. 2012, 12, 844.
[24] Zhou, X.; Zhang, G.; Wang, L. J. Lumin. 2014, 154, 116.
[25] Kurbanoglu, S.; Dogan-Topal, B.; Hlavata, L.; Labuda, J.; Ozkan, S. A.; Uslu, B. Electrochim. Acta 2015, 169, 233.
[26] Kumar, C. V.; Turner, R. S.; Asuncion, E. H. J. Photochem. Photobiol., A 1993, 74, 231.
[27] Li, Y.; Zhang, G. W.; Pan, J. H.; Zhang, Y. Sens. Actuators, B 2014, 191, 464.
[28] Cohen, G.; Eisenberg, H. Biopolymers 1969, 8, 45.
[29] Coury, J. E.; Mcfail-Isom, L.; Williams, L. D. Proc. Natl. Acad. Sci. U. S. A. 1996, 93, 12283.
[30] Lakowicz, J. R. Principles of Fluorescence Spectroscopy, 3rd ed., Springer, New York, 2006.
[31] Leckband, D. Annu. Rev. Biophys. Biomol. Struct. 2000, 29, 1.
[32] Ross, P. D.; Subramanian, S. Biochemistry 1981, 20, 3096.
[33] Huang, S.; Liang, Y.; Huang, C. S.; Su, W.; Lei, X. L.; Liu, Y.; Xiao, Q. Luminescence 2016, 31, 1384.
[34] Blackburn, G. M.; Gait, M. J. Nucleic Acids in Chemistry and Biology, 2nd ed., Oxford University Press, New York, 1996.
[35] Barton, J. K. Science 1986, 233, 727.
[36] Hanczyc, P.; Lincoln, P.; Norden, B. J. Phys. Chem. B 2013, 117, 2947.
[37] Jangir, D. K.; Charak, S.; Mehrotra, R.; Kundu, S. J. Photochem. Photobiol., B 2011, 105, 143.

手性石墨烯量子点与DNA相互作用及其机制研究

Investigations of Interactions and Mechanisms of Chiral Graphene Quantum Dots with DNA

PDF

补充材料

可视化

摘要/Abstract

引用此文

分享此文

参考文献

相关文章 15

编辑推荐

相关统计

本文评价

[1]	刘玉玉, 陈捷锋, 邵振, 魏颖, 凌海峰, 解令海. 基于H型芴基小分子的双极性有机场效应晶体管存储器[J]. 化学学报, 2023, 81(11): 1508-1514.
[2]	王玉银, 胡小强, 穆红亮, 夏艳, 迟悦, 简忠保. 空间位阻与氟效应协同增强镍系乙烯聚合[J]. 化学学报, 2022, 80(6): 741-747.
[3]	胡文敬, 李久盛. 双/三氮杂冠醚化合物的合成及其作为摩擦改进剂的性能研究^※[J]. 化学学报, 2022, 80(3): 310-316.
[4]	吴峰, 苏倩倩, 周乐乐, 许鹏飞, 董傲, 钱卫平. 基于二氧化硅胶体晶体薄膜和反射干涉光谱的蛋白冠监测方法[J]. 化学学报, 2021, 79(3): 338-343.
[5]	马明昊, 徐明, 刘思金. 氧化石墨烯的表面化学修饰及纳米-生物界面作用机理[J]. 化学学报, 2020, 78(9): 877-887.
[6]	曹洪涛, 李波, 万俊, 余涛, 解令海, 孙辰, 刘玉玉, 王锦, 黄维. 氰基取代的螺芴氧杂蒽衍生物:激基复合物发光与性质调控[J]. 化学学报, 2020, 78(7): 680-687.
[7]	邓邦为, 孙大明, 万琦, 王昊, 陈滔, 李璇, 瞿美臻, 彭工厂. 锂离子电池三元正极材料电解液添加剂的研究进展[J]. 化学学报, 2018, 76(4): 259-277.
[8]	赵振盛, 郭旭东, 李沙瑜, 杨国强. 反应型比例荧光探针检测多巴胺[J]. 化学学报, 2016, 74(7): 593-596.
[9]	刘艳伟, 曹洪玉, 唐乾, 郑学仿. 大分子拥挤条件下光诱导细胞色素C还原的光谱研究[J]. 化学学报, 2014, 72(2): 246-252.
[10]	何文英, 司宏宗, 栾峰, 吴禄勇, 周纪龙, 何明霞, 陈光英. 一种新型三氮唑化合物的光物理性质及其与血清白蛋白的键合研究[J]. 化学学报, 2013, 71(05): 837-843.
[11]	蒋治良, 姚东梅, 李芳, 梁爱惠. 免疫金铂纳米合金催化共振散射光谱法测定痕量人绒毛膜促性腺激素[J]. 化学学报, 2012, 70(16): 1748-1754.
[12]	张方圆, 倪永年. 日落黄和β-胡萝卜素与牛血清白蛋白相互作用的对比研究[J]. 化学学报, 2012, 70(12): 1379-1384.
[13]	李悦, 谷雨, 何佳, 何华, 周祎, Chuong Pham-Huy. 光谱法与分子模拟技术研究杨梅素与牛血清白蛋白的相互作用[J]. 化学学报, 2012, 70(02): 143-150.
[14]	龚会平, 刘绍璞, 殷鹏飞, 闫曙光, 范小青, 何佑秋. 荧光可逆调控研究CdTe量子点-吖啶橙-小牛胸腺DNA的相互作用及分析应用[J]. 化学学报, 2011, 69(23): 2843-2850.
[15]	张李娜, 郭志慧, 郑行望, 汪绒, 孟美荣, 屈颖娟, 刘全宏, 姚莎. 生物亲和性壳聚糖-二氧化硅复合纳米粒子的合成及其吸附DNA特性研究[J]. 化学学报, 2011, 69(20): 2486-2492.