Single-molecule Conductance and Electrochemical Measurements of Electron Transfer in β-strand Peptides

被引:1
作者
Mo, Wenjing [1 ]
Horsley, John R. [2 ]
Li, Xiaohui [3 ,4 ,5 ]
Sheng, Shiqi [3 ,4 ,5 ]
Jong, Bianca [2 ]
Abell, Andrew D. [2 ]
Hong, Wenjing [3 ,4 ,5 ]
Yu, Jingxian [1 ,2 ]
机构
[1] Guilin Univ Technol, Coll Chem & Bioengn, Guangxi Key Lab Electrochem & Magneto Chem Funct M, Guilin 541004, Peoples R China
[2] Univ Adelaide, ARC Ctr Excellence Nanoscale BioPhoton CNBP, Sch Chem Phys & Earth Sci, North Terrace, Adelaide, SA 5005, Australia
[3] Xiamen Univ, Coll Chem & Chem Engn, State Key Lab Phys Chem Solid Surfaces, Xiamen 361005, Peoples R China
[4] Xiamen Univ, Inst Artificial Intelligence, Xiamen 361005, Peoples R China
[5] Xiamen Univ, IKKEM, Xiamen, Peoples R China
基金
澳大利亚研究理事会;
关键词
cyclic voltammetry; electron transfer; peptides; single-molecule conductance; tyrosine tryptophan; TRYPTOPHAN; TYROSINE; TRANSPORT; MECHANISM;
D O I
10.1002/celc.202300511
中图分类号
O646 [电化学、电解、磁化学];
学科分类号
081704 ;
摘要
A series of beta-strand peptides comprising redox-active amino acids in the P2 position were synthesized to investigate the effects of electron-rich side chains on charge transfer and possible coupling interactions between side chains. Electrochemical results indicated a direct link between aromaticity of the side chains and electron transfer rate constants, while single-molecule conductance studies supported the ability of the electron-rich side chains to behave as 'stepping stones' to facilitate electron transfer through the peptides. Additional electrochemical analysis of the analogue containing D-Tyr in the P2 position was undertaken at various pH levels and revealed intramolecular coupling interaction between the side chains, providing further insights on proton coupled electron transfer (PCET). These findings progress the established fundamental knowledge of charge transfer kinetics and explore new pathways for advancement in the architecture of molecular-based electronic components and devices.
引用
收藏
页数:9
相关论文
共 39 条
[1]   Synthesis of Macrocyclic β-Strand Templates by Ring Closing Metathesis [J].
Abell, Andrew D. ;
Alexander, Nathan A. ;
Aitken, Steven G. ;
Chen, Hongyuan ;
Coxon, James M. ;
Jones, Matthew A. ;
McNabb, Stephen B. ;
Muscroft-Taylor, Andrew .
JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (11) :4354-4356
[2]   Electronic Transport via Proteins [J].
Amdursky, Nadav ;
Marchak, Debora ;
Sepunaru, Lior ;
Pecht, Israel ;
Sheves, Mordechai ;
Cahen, David .
ADVANCED MATERIALS, 2014, 26 (42) :7142-7161
[3]   Electron Hopping over 100 Å Along an α Helix [J].
Arikuma, Yoko ;
Nakayama, Hidenori ;
Morita, Tomoyuki ;
Kimura, Shunsaku .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (10) :1800-1804
[4]   Probing Charge Transport through Peptide Bonds [J].
Brisendine, Joseph M. ;
Refaely-Abramson, Sivan ;
Liu, Zhen-Fei ;
Cui, Jing ;
Ng, Fay ;
Neaton, Jeffrey B. ;
Koder, Ronald L. ;
Venkataraman, Latha .
JOURNAL OF PHYSICAL CHEMISTRY LETTERS, 2018, 9 (04) :763-767
[5]   Water Promoting Electron Hole Transport between Tyrosine and Cysteine in Proteins via a Special Mechanism: Double Proton Coupled Electron Transfer [J].
Chen, Xiaohua ;
Ma, Guangcai ;
Sun, Weichao ;
Dai, Hongjing ;
Xiao, Dong ;
Zhang, Yanfang ;
Qin, Xin ;
Liu, Yongjun ;
Bu, Yuxiang .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2014, 136 (12) :4515-4524
[6]   Proton-Regulated Electron Transfers from Tyrosine to Tryptophan in Proteins: Through-Bond Mechanism versus Long-Range Hopping Mechanism [J].
Chen, Xiaohua ;
Zhang, Laibin ;
Zhang, Liang ;
Wang, Jun ;
Liu, Haiying ;
Bu, Yuxiang .
JOURNAL OF PHYSICAL CHEMISTRY B, 2009, 113 (52) :16681-16688
[7]   ELECTROCHEMICAL PROPERTIES OF TYROSINE PHENOXY AND TRYPTOPHAN INDOLYL RADICALS IN PEPTIDES AND AMINO-ACID-ANALOGS [J].
DEFELIPPIS, MR ;
MURTHY, CP ;
BROITMAN, F ;
WEINRAUB, D ;
FARAGGI, M ;
KLAPPER, MH .
JOURNAL OF PHYSICAL CHEMISTRY, 1991, 95 (08) :3416-3419
[8]   LONG-RANGE ELECTRON-TRANSFER BETWEEN TYROSINE AND TRYPTOPHAN IN PEPTIDES [J].
FARAGGI, M ;
DEFELIPPIS, MR ;
KLAPPER, MH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (14) :5141-5145
[9]  
Farid R. S., 1996, ANNU REV BIOCHEM, V65, P537
[10]   Distance dependence of electron transfer along artificial β-strands at 298 and 77 K [J].
Fernando, SRL ;
Kozlov, GV ;
Ogawa, MY .
INORGANIC CHEMISTRY, 1998, 37 (08) :1900-1905