Bioconjugation Using Thiols: Old Chemistry Rediscovered to Connect Polymers with Nature's Building Blocks

被引:153
作者
Stenzel, Martina H. [1 ]
机构
[1] Univ New S Wales, Sch Chem Engn, CAMD, Sydney, NSW 2052, Australia
基金
澳大利亚研究理事会;
关键词
POST-POLYMERIZATION MODIFICATION; CHAIN TRANSFER POLYMERIZATION; RADICAL POLYMERIZATION; CHEMICAL-MODIFICATION; ENE CLICK; CONJUGATION; PEPTIDE; SIRNA; FUNCTIONALIZATION; COPOLYMERS;
D O I
10.1021/mz3005814
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Various pathways to bioconjugates based on thiol chemistry are discussed. Thiol-halogeno, thiol-parafluoro, thiol-ene, thiol-yne, thiol-vinylsulfone and thiol-vinyl sulfone, thiol-maleimide, thiol-bisulfone, and thiol-pyridyl disulfide are well-established synthetic routes discovered in recent years as tools to marry polymers with biomolecules such as carbohydrates, proteins, peptide, DNA, antibodies, or other building blocks from nature.
引用
收藏
页码:14 / 18
页数:5
相关论文
共 75 条
  • [1] The emerging role of click reactions in chemical and biological engineering
    Adzima, Brian J.
    Bowman, Christopher N.
    [J]. AICHE JOURNAL, 2012, 58 (10) : 2952 - 2965
  • [2] Synthesis of Michael Acceptor Ionomers of Poly(4-Sulfonated Styrene-co-Poly(ethylene Glycol) Methyl Ether Acrylate)
    Alconcel, Steevens N. S.
    Grover, Gregory N.
    Matsumoto, Nicholas M.
    Maynard, Heather D.
    [J]. AUSTRALIAN JOURNAL OF CHEMISTRY, 2009, 62 (11) : 1496 - 1500
  • [3] The performance of human mesenchymal stem cells encapsulated in cell-degradable polymer-peptide hydrogels
    Anderson, Sarah B.
    Lin, Chien-Chi
    Kuntzler, Donna V.
    Anseth, Kristi S.
    [J]. BIOMATERIALS, 2011, 32 (14) : 3564 - 3574
  • [4] Clicking Pentafluorostyrene Copolymers: Synthesis, Nanoprecipitation, and Glycosylation
    Becer, C. Remzi
    Babiuch, Krzysztof
    Pilz, David
    Hornig, Stephanie
    Heinze, Thomas
    Gottschaldt, Michael
    Schubert, Ulrich S.
    [J]. MACROMOLECULES, 2009, 42 (07) : 2387 - 2394
  • [5] Strategies exploiting functions and self-assembly properties of bioconjugates for polymer and materials sciences
    Boerner, Hans G.
    [J]. PROGRESS IN POLYMER SCIENCE, 2009, 34 (09) : 811 - 851
  • [6] Cysteine-reactive polymers synthesized by atom transfer radical polymerization for conjugation to proteins
    Bontempo, D
    Heredia, KL
    Fish, BA
    Maynard, HD
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (47) : 15372 - 15373
  • [7] Direct synthesis of well-defined heterotelechelic polymers for bioconjugations
    Boyer, Cyrille
    Liu, Jingquan
    Bulmus, Volga
    Davis, Thomas P.
    Barner-Kowollik, Christopher
    Stenzel, Martina H.
    [J]. MACROMOLECULES, 2008, 41 (15) : 5641 - 5650
  • [8] MOLECULAR YARDSTICKS - SYNTHESIS OF EXTENDED EQUILIBRIUM TRANSFER ALKYLATING CROSS-LINK REAGENTS AND THEIR USE IN THE FORMATION OF MACROCYCLES
    BROCCHINI, SJ
    EBERLE, M
    LAWTON, RG
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (15) : 5211 - 5212
  • [9] Emerging synthetic approaches for protein-polymer conjugations
    Broyer, Rebecca M.
    Grover, Gregory N.
    Maynard, Heather D.
    [J]. CHEMICAL COMMUNICATIONS, 2011, 47 (08) : 2212 - 2226
  • [10] Biofunctionalized block copolymer nanoparticles based on ring-opening metathesis polymerization
    Carrillo, A
    Yanjarappa, MJ
    Gujraty, KV
    Kane, RS
    [J]. JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2006, 44 (02) : 928 - 939