Selectively Functionalized Glycerol/Diacid Dendrimers via Click Chemistry of Azido Fatty Acids

被引:2
|
作者
Zerkowski, Jonathan A. [1 ]
Nunez, Alberto [1 ]
Solaiman, Daniel K. Y. [1 ]
机构
[1] ARS, USDA, Eastern Reg Res Ctr, Wyndmoor, PA 19038 USA
关键词
Dendrimers; Nanochemistry; Functionalized oligoesters; Click reaction; HYPERBRANCHED POLYGLYCEROLS; LIGATION; ALKYNES;
D O I
10.1007/s11746-010-1675-x
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Dendrimers consisting of glycerol and dicarboxylic acid units were synthesized using a convergent or "outside-in" strategy. The multimeric arms, or dendrons, are joined to a central core in the final step using the azide/alkyne click reaction. The combination of these approaches allows the preparation of dendrimers with variable and controlled degrees of substitution at their periphery. For example, a single protected amino acid has been situated at the periphery, with all other substituents being hydrophobic. In another example, all the peripheral substituents are protected amino acids. The identity of the dendrimers is unambiguous due to the purification and characterization of all the synthetic intermediates. Functional groups have also been selectively incorporated along the arms (dicarboxylic acids) and at the cores.
引用
收藏
页码:403 / 413
页数:11
相关论文
共 50 条
  • [1] Preparation of Azido Polycarbonates and Their Functionalization via Click Chemistry
    Zhang, Xiaojin
    Zhong, Zhenlin
    Zhuo, Renxi
    MACROMOLECULES, 2011, 44 (07) : 1755 - 1759
  • [2] Degradable dendrimers divergently synthesized via click chemistry
    Kohman, Richie E.
    Zimmerman, Steven C.
    CHEMICAL COMMUNICATIONS, 2009, (07) : 794 - 796
  • [3] Janus nanoparticles with both faces selectively functionalized for click chemistry
    Staff, Roland H.
    Willersinn, Jochen
    Musyanovych, Anna
    Landfester, Katharina
    Crespy, Daniel
    POLYMER CHEMISTRY, 2014, 5 (13) : 4097 - 4104
  • [4] Synthesis of functionalized bisphosphonates via click chemistry
    Skarpos, Hanna
    Osipov, Sergey N.
    Vorob'eva, Daria V.
    Odinets, Irina L.
    Lork, Enno
    Roeschenthaler, Gerd-Volker
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2007, 5 (15) : 2361 - 2367
  • [5] Azido-Functionalized Polyurethane Designed for Making Tunable Elastomers by Click Chemistry
    Ding, Xiaochu
    Gao, Jin
    Acharya, Abhinav P.
    Wu, Yen-Lin
    Little, Steven R.
    Wang, Yadong
    ACS BIOMATERIALS SCIENCE & ENGINEERING, 2020, 6 (02) : 852 - 864
  • [6] Enzymatic Azido-GalNAc-Functionalized Silk Fibroin for Click Chemistry Conjugation
    Moh, Edward S. X.
    Packer, Nicolle H.
    BIOMACROMOLECULES, 2021, 22 (04) : 1752 - 1755
  • [7] High Generation Dendrimers via Thiol-Michael Click Chemistry
    Frayne, Stephen
    Northrop, Brian
    BIOPHYSICAL JOURNAL, 2014, 106 (02) : 419A - 419A
  • [8] Conjugated Block Copolymers via Functionalized Initiators and Click Chemistry
    Smith, Kendall A.
    Pickel, Deanna L.
    Yager, Kevin
    Kisslinger, Kim
    Verduzco, Rafael
    JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2014, 52 (02) : 154 - 163
  • [9] Synthesis of peptide dendrimers with polyhedral oligomeric silsesquioxane cores via click chemistry
    Yu-Ji Pu
    Hui Yuan
    Ming Yang
    Bin He
    Zhong-Wei Gu
    Chinese Chemical Letters, 2013, 24 (10) : 917 - 920
  • [10] Synthesis of Unsymmetrical Frechet-type Dendrimers via Double Click Chemistry
    Han, Seung Choul
    Kwak, Seung Hwan
    Jin, Sung-Ho
    Lee, Jae Wook
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2012, 33 (04) : 1393 - 1396