The Potential of Micellar Media in the Synthesis of DNA-Encoded Libraries

被引:13
|
作者
Adamik, Reka [1 ]
Buchholcz, Balazs [2 ]
Darvas, Ferenc [2 ]
Sipos, Gellert [3 ]
Novak, Zoltan [1 ]
机构
[1] Eotvos Lorand Univ, Inst Chem, ELTE Lendulet Catalysis & Organ Synth Res Grp, Pazmany Peter Stny 1-A, H-1117 Budapest, Hungary
[2] Innostudio Inc, Zahony U 7, H-1031 Budapest, Hungary
[3] ComInnex Inc, Zahony U 7, H-1031 Budapest, Hungary
关键词
catalysis; DNA; micelles; transition metals; water; CATALYZED CROSS-COUPLINGS; VISIBLE-LIGHT PHOTOREDOX; WATER; ARYL; TECHNOLOGY; SELECTION; MILD; NANOREACTORS; AMPHIPHILE; METATHESIS;
D O I
10.1002/chem.202103967
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
DNA-encoded library (DEL) technology has become widely used in drug discovery research. The construction of DELs requires robust organic transformations that proceed in aqueous media under mild conditions. Unfortunately, the application of water as reaction medium for organic synthesis is not evident due to the generally limited solubility of organic reagents. However, the use of surfactants can offer a solution to this issue. Oil-in-water microemulsions formed by surfactant micelles are able to localize hydrophobic reagents inside them, resulting in high local concentrations of the organic substances in an otherwise poorly solvated environment. This review provides a conceptual and critical summary of micellar synthesis possibilities that are well suited to DEL synthesis. Existing examples of micellar DEL approaches, together with a selection of micellar organic transformations fundamentally suitable for DEL are discussed.
引用
收藏
页数:13
相关论文
共 50 条
  • [31] Recent advances in DNA-encoded dynamic libraries
    Shi, Bingbing
    Zhou, Yu
    Li, Xiaoyu
    RSC CHEMICAL BIOLOGY, 2022, 3 (04): : 407 - 419
  • [32] Light-induced β-hydroxy sulfone synthesis in DNA-encoded libraries
    Xue, Lijun
    Yu, Jiaqing
    Zhong, Ying
    Chen, Junyun
    Li, Chao
    Yang, Kexin
    Duchemin, Nicolas
    Hu, Yun Jin
    CHEMICAL COMMUNICATIONS, 2024, 60 (54) : 6885 - 6888
  • [33] Evaluation of the Topology Space of DNA-Encoded Libraries
    Weigel, William K. K.
    Montoya, Alba L. L.
    Franzini, Raphael M. M.
    JOURNAL OF CHEMICAL INFORMATION AND MODELING, 2023, 63 (15) : 4641 - 4653
  • [34] Building Boron Heterocycles into DNA-Encoded Libraries
    Cai, Pinwen
    Schneider, Lukas A.
    Stress, Cedric
    Gillingham, Dennis
    ORGANIC LETTERS, 2021, 23 (22) : 8772 - 8776
  • [35] Drug Discovery with DNA-Encoded Chemical Libraries
    Buller, Fabian
    Mannocci, Luca
    Scheuermann, Joerg
    Nerit, Dario
    BIOCONJUGATE CHEMISTRY, 2010, 21 (09) : 1571 - 1580
  • [36] 20 years of DNA-encoded chemical libraries
    Mannocci, Luca
    Leimbacher, Markus
    Wichert, Moreno
    Scheuermann, Joerg
    Neri, Dario
    CHEMICAL COMMUNICATIONS, 2011, 47 (48) : 12747 - 12753
  • [37] Scanning Protein Surfaces with DNA-Encoded Libraries
    Kunig, Verena B. K.
    Potowski, Marco
    Klika Skopic, Mateja
    Brunschweiger, Andreas
    CHEMMEDCHEM, 2021, 16 (07) : 1048 - 1062
  • [38] Special edition on DNA-Encoded chemical libraries
    Scheuermann, Jorg
    Neri, Dario
    BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 2020, 533 (02) : III - IV
  • [39] Design, synthesis and selection of DNA-encoded small-molecule libraries
    Clark, Matthew A.
    Acharya, Raksha A.
    Arico-Muendel, Christopher C.
    Belyanskaya, Svetlana L.
    Benjamin, Dennis R.
    Carlson, Neil R.
    Centrella, Paolo A.
    Chiu, Cynthia H.
    Creaser, Steffen P.
    Cuozzo, John W.
    Davie, Christopher P.
    Ding, Yun
    Franklin, G. Joseph
    Franzen, Kurt D.
    Gefter, Malcolm L.
    Hale, Steven P.
    Hansen, Nils J. V.
    Israel, David I.
    Jiang, Jinwei
    Kavarana, Malcolm J.
    Kelley, Michael S.
    Kollmann, Christopher S.
    Li, Fan
    Lind, Kenneth
    Mataruse, Sibongile
    Medeiros, Patricia F.
    Messer, Jeffrey A.
    Myers, Paul
    O'Keefe, Heather
    Oliff, Matthew C.
    Rise, Cecil E.
    Satz, Alexander L.
    Skinner, Steven R.
    Svendsen, Jennifer L.
    Tang, Lujia
    van Vloten, Kurt
    Wagner, Richard W.
    Yao, Gang
    Zhao, Baoguang
    Morgan, Barry A.
    NATURE CHEMICAL BIOLOGY, 2009, 5 (09) : 647 - 654
  • [40] DNA-Encoded Dynamic Combinatorial Chemical Libraries
    Reddavide, Francesco V.
    Lin, Weilin
    Lehnert, Sarah
    Zhang, Yixin
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (27) : 7924 - 7928