Co-assembled Supramolecular Gel of Dipeptide and Pyridine Derivatives with Controlled Chirality

被引:88
作者
Wu, Aoli [1 ]
Guo, Yongxian [1 ,2 ]
Li, Xianbao [1 ,2 ]
Xue, Huimin [1 ,2 ]
Fei, Jinbo [1 ]
Li, Junbai [1 ,2 ]
机构
[1] Chinese Acad Sci, Inst Chem, CAS Key Lab Colloid Interface & Chem Thermodynam, Beijing 100190, Peoples R China
[2] Univ Chinese Acad Sci, Beijing 100049, Peoples R China
基金
中国国家自然科学基金; 中国博士后科学基金;
关键词
amyloid fibers; chirality; co-assembly; dipeptides; supramolecular gels; AROMATIC PEPTIDE; SELF; AGGREGATION; HYDROGELS;
D O I
10.1002/anie.202012470
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
It is commonly considered that amyloid-beta (A beta) fibrils are heavily involved in the neurological diseases. Establishing an external model based on the core recognition motif (diphenylalanine, FF) of A beta would be of significance in understanding the assembly and disassembly of A beta fibrils in living system. Herein, supramolecular gels with structure transition from amyloid-like beta-sheet to different supramolecular helices were obtained through the co-assembly of a N-fluorenylmethoxycarbonyl-protected L-FF (L-FmocFF) with achiral pyridine derivatives. It is found that the different stacking modes (H- or J-aggregates) of additives and the microenvironment of chiral carbon play vital roles for the selectively chiral transfer or amplification of L-FmocFF. The dynamic process of helix formation was also captured. This work provides a convenient co-assembly way to explore the structure basis of A beta fibrils with a controlled chirality.
引用
收藏
页码:2099 / 2103
页数:5
相关论文
共 45 条
[11]  
Deng M., 2016, ANGEW CHEM, V128, P15286
[12]   Role of Achiral Nucleobases in Multicomponent Chiral Self-Assembly: Purine-Triggered Helix and Chirality Transfer [J].
Deng, Ming ;
Zhang, Li ;
Jiang, Yuqian ;
Liu, Minghua .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (48) :15062-15066
[13]   Design of nanostructures based on aromatic peptide amphiphiles [J].
Fleming, Scott ;
Ulijn, Rein V. .
CHEMICAL SOCIETY REVIEWS, 2014, 43 (23) :8150-8177
[14]   Metal ions modulation of the self-assembly of short peptide conjugated nonsteroidal anti-inflammatory drugs (NSAIDs) [J].
Fu, Wenjiao ;
Sabet, Zeinab Farhadi ;
Liu, Jiaming ;
You, Min ;
Zhou, Huige ;
Wang, Yaling ;
Gao, Yuan ;
Li, Jiayang ;
Ma, Xiaomei ;
Chen, Chunying .
NANOSCALE, 2020, 12 (14) :7960-7968
[15]   Self-Assembling Peptides as Building Blocks of Functional Materials for Biomedical Applications [J].
Fukunaga, Kazuto ;
Tsutsumi, Hiroshi ;
Mihara, Hisakazu .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 2019, 92 (02) :391-399
[16]   Chirality-Selected Chemical Modulation of Amyloid Aggregation [J].
Gao, Nan ;
Du, Zhi ;
Guan, Yijia ;
Dong, Kai ;
Ren, Jinsong ;
Qu, Xiaogang .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2019, 141 (17) :6915-6921
[17]   Transfer of Chirality from Molecule to Phase in Self-Assembled Chiral Block Copolymers [J].
Ho, Rong-Ming ;
Li, Ming -Chia ;
Lin, Shih-Chieh ;
Wang, Hsiao-Fang ;
Lee, Yu-Der ;
Hasegawa, Hirokazu ;
Thomas, Edwin L. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (26) :10974-10986
[18]   Self healing hydrogels composed of amyloid nano fibrils for cell culture and stem cell differentiation [J].
Jacob, Reeba S. ;
Ghosh, Dhiman ;
Singh, Pradeep K. ;
Basu, Santanu K. ;
Jha, Narendra Nath ;
Das, Subhadeep ;
Sukul, Pradip K. ;
Patil, Sachin ;
Sathaye, Sadhana ;
Kumar, Ashutosh ;
Chowdhury, Arindam ;
Malik, Sudip ;
Sen, Shamik ;
Maji, Samir K. .
BIOMATERIALS, 2015, 54 :97-105
[19]   Coassembly-Induced Transformation of Dipeptide Amyloid-Like Structures into Stimuli-Responsive Supramolecular Materials [J].
Ji, Wei ;
Yuan, Chengqian ;
Chakraborty, Priyadarshi ;
Makam, Pandeeswar ;
Bera, Santu ;
Rencus-Lazar, Sigal ;
Li, Junbai ;
Yan, Xuehai ;
Gazit, Ehud .
ACS NANO, 2020, 14 (06) :7181-7190
[20]   A specific amyloid-β protein assembly in the brain impairs memory [J].
Sylvain Lesné ;
Ming Teng Koh ;
Linda Kotilinek ;
Rakez Kayed ;
Charles G. Glabe ;
Austin Yang ;
Michela Gallagher ;
Karen H. Ashe .
Nature, 2006, 440 (7082) :352-357