Site-directed spin labelling of proteins by Suzuki-Miyaura coupling via a genetically encoded aryliodide amino acid

被引:15
|
作者
Kugele, Anandi [1 ,2 ]
Braun, Theresa Sophie [1 ,2 ]
Widder, Pia [1 ,2 ]
Williams, Lara [1 ,2 ]
Schmidt, Moritz Johannes [1 ,2 ]
Summerer, Daniel [3 ]
Drescher, Malte [1 ,2 ]
机构
[1] Univ Konstanz, Dept Chem, Univ Str 10, D-78457 Constance, Germany
[2] Univ Konstanz, Konstanz Res Sch Chem Biol KoRS CB, Univ Str 10, D-78457 Constance, Germany
[3] TU Dortmund Univ, Fac Chem & Chem Biol, Otto Hahn Str 4a, D-44227 Dortmund, Germany
基金
欧洲研究理事会;
关键词
ESCHERICHIA-COLI; ALPHA-SYNUCLEIN; IN-VITRO; CHEMISTRY; DISEASE;
D O I
10.1039/c8cc09325c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We report site-directed protein spin labelling via Suzuki-Miyaura coupling of a nitroxide boronic acid label with the genetically encoded amino acid 4-iodo-L-phenylalanine. The resulting spin label bears a rigid biphenyl linkage with lower flexibility than spin label R1. It is suitable to obtain defined electron paramagnetic resonance distance distributions and to report protein-membrane interactions and conformational transitions of alpha-synuclein.
引用
收藏
页码:1923 / 1926
页数:4
相关论文
共 42 条
  • [21] Palladium(II) complexes of amino acid derived ONO-tridentate enamine ligand for Suzuki-Miyaura cross-coupling reaction
    Senocak, Ufuk
    Firinci, Erkan
    Sevincek, Resul
    Firinci, Rukiye
    Gunay, Muhammet Emin
    Aygun, Muhittin
    INORGANIC CHEMISTRY COMMUNICATIONS, 2024, 167
  • [22] Synthesis of peroxide-curable butyl rubber via suzuki-miyaura coupling of halogenated butyl rubber with 4-vinylphenylboronic acid
    Takenaka, Katsuhiko
    Suzuki, Masumi
    Takeshita, Hiroki
    Miya, Masamitsu
    Shiomi, Tomoo
    Tamamitsu, Kenji
    Konda, Toshihiro
    JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2012, 50 (04) : 659 - 664
  • [23] The Diels-Alder approach for the synthesis of tetralin-based α-amino acid derivatives and their modification by the Suzuki-Miyaura cross-coupling reaction
    Kotha, S
    Ghosh, AK
    SYNTHESIS-STUTTGART, 2004, (04): : 558 - 567
  • [24] Synthesis of conformationally constrained α-amino acid derivatives containing bicyclo[2.2.2] unit via the Diels-Alder and Suzuki-Miyaura cross-coupling reactions as key steps
    Kotha, Sambasivarao
    Meshram, Milind
    Muthusamy, Gopinathan
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2015, 54 (04): : 505 - 513
  • [25] Arylation of Pyridines via Suzuki-Miyaura Cross-Coupling and Pyridine-Directed C-H Activation Using a Continuous-Flow Approach
    Christakakou, Maria
    Schoen, Michael
    Schnuerch, Michael
    Mihovilovic, Marko D.
    SYNLETT, 2013, 24 (18) : 2411 - 2418
  • [26] Pd single-atom-site stabilized by supported phosphomolybdic acid: design, characterizations and tandem Suzuki-Miyaura cross coupling/nitro hydrogenation reaction
    Patel, Jay R.
    Patel, Anjali U.
    NANOSCALE ADVANCES, 2022, 4 (20): : 4321 - 4334
  • [27] Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling of Amides via Site-Selective N-C Bond Cleavage by Cooperative Catalysis
    Meng, Guangrong
    Shi, Shicheng
    Szostak, Michal
    ACS CATALYSIS, 2016, 6 (11): : 7335 - 7339
  • [28] Synthesis of bis-armed amino acid derivatives via the alkylation of ethyl isocyanoacetate and the Suzuki–Miyaura cross-coupling reaction
    S. Kotha
    V. R. Shah
    S. Halder
    R. Vinodkumar
    K. Lahiri
    Amino Acids, 2007, 32 : 387 - 394
  • [29] Efficient and Selective Adsorption of cis-Diols via the Suzuki-Miyaura Cross-Coupling-Modified Phenylboronic-Acid Functionalized Covalent Organic Framework
    Zhao, Linjie
    Tang, Xue
    Ni, Xu
    Zhang, Jingjing
    Urujeni, Gisele Ineza
    Wang, Dan
    He, Hua
    Dramou, Pierre
    LANGMUIR, 2024, 40 (03) : 1884 - 1891
  • [30] Human serum paraoxonase (PON1): identification of essential amino acid residues by group-selective labelling and site-directed mutagenesis
    Josse, D
    Xie, WH
    Masson, P
    Lockridge, O
    CHEMICO-BIOLOGICAL INTERACTIONS, 1999, 119 : 71 - 78