Cyclooctyne [60]fullerene hexakis adducts: a globular scaffold for copper-free click chemistry

被引:18
|
作者
Ramos-Soriano, Javier [1 ,2 ]
Reina, Jose J. [2 ]
Perez-Sanchez, Alfonso [1 ]
Illescas, Beatriz M. [1 ]
Rojo, Javier [2 ]
Martin, Nazario [1 ,3 ]
机构
[1] Univ Complutense Madrid, Dept Quim Organ, Fac CC Quim, Av Complutense S-N, E-28040 Madrid, Spain
[2] Univ Seville, CSIC, IIQ, Glycosyst Lab, Av Amer Vespucio 49, Seville 41092, Spain
[3] IMDEA Nanosci, Campus Cantoblanco, Madrid 28049, Spain
基金
欧洲研究理事会;
关键词
CRYSTAL-STRUCTURE; FUNCTIONALIZATION; CYCLOADDITION; FULLERENES; FRAMEWORK;
D O I
10.1039/c6cc05484f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The synthesis of a new highly symmetric hexakis adduct of C-60 appended with 12 cyclooctyne moieties has been carried out. This compound has been used for the copper-free strain-promoted cycloaddition reaction to a series of azides with excellent yields. This strategy for the obtention of clicked adducts of [60]fullerene is of special interest for biological applications.
引用
收藏
页码:10544 / 10546
页数:3
相关论文
共 50 条
  • [41] Cooperative capture synthesis: yet another playground for copper-free click chemistry
    Hou, Xisen
    Ke, Chenfeng
    Stoddart, J. Fraser
    CHEMICAL SOCIETY REVIEWS, 2016, 45 (14) : 3766 - 3780
  • [42] Oligonucleotide Tagging for Copper-Free Click Conjugation
    Jawalekar, Anup M.
    Malik, Sudip
    Verkade, Jorge M. M.
    Gibson, Brian
    Barta, Nancy S.
    Hodges, John C.
    Rowan, Alan
    van Delft, Floris L.
    MOLECULES, 2013, 18 (07): : 7346 - 7363
  • [43] Fluorine-18 radiolabeling of SCK nanoparticles via copper-free click chemistry
    Zhou, Dong
    Zeng, Dexing
    Lee, Nam
    Dence, Carmen
    Wooley, Karen
    Katzenellenbogen, John
    Welch, Michael
    JOURNAL OF NUCLEAR MEDICINE, 2011, 52
  • [44] Fast and efficient DNA crosslinking and multiple orthogonal labelling by copper-free click chemistry
    Shelbourne, Montserrat
    Brown, Tom, Jr.
    El-Sagheer, Afaf H.
    Brown, Tom
    CHEMICAL COMMUNICATIONS, 2012, 48 (91) : 11184 - 11186
  • [45] Synthesis of Heterobifunctional Protein Fusions Using Copper-Free Click Chemistry and the Aldehyde Tag
    Hudak, Jason E.
    Barfield, Robyn M.
    de Hart, Gregory W.
    Grob, Patricia
    Nogales, Eva
    Bertozzi, Carolyn R.
    Rabuka, David
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (17) : 4161 - 4165
  • [47] Surface analytical studies of growth factor coupling to collagen by copper-free click chemistry
    Lee, Hyun Jong
    Fernandes-Cunha, Gabriella
    Koh, Won-Gun
    Goldberg, Jeffrey L.
    Myung, David
    INVESTIGATIVE OPHTHALMOLOGY & VISUAL SCIENCE, 2017, 58 (08)
  • [48] The facile synthesis of multifunctional PAMAM dendrimer conjugates through copper-free click chemistry
    Huang, Baohua
    Kukowska-Latallo, Jolanta F.
    Tang, Shengzhuang
    Zong, Hong
    Johnson, Kali B.
    Desai, Ankur
    Gordon, Chris L.
    Leroueil, Pascale R.
    Baker, James R., Jr.
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2012, 22 (09) : 3152 - 3156
  • [49] Copper-free 'click' chemistry as a potential pre-targeting tool for PET imaging
    Evans, Helen L.
    Carroll, Laurence
    Nguyen, Quang-De
    Aboagye, Eric O.
    Spivey, Alan
    JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 2013, 56 : S204 - S204
  • [50] Bioorthogonal Copper-Free Click Chemistry In Vivo for Tumor-Targeted Delivery of Nanoparticles
    Koo, Heebeom
    Lee, Sangmin
    Na, Jin Hee
    Kim, Sun Hwa
    Hahn, Sei Kwang
    Choi, Kuiwon
    Kwon, Ick Chan
    Jeong, Seo Young
    Kim, Kwangmeyung
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (47) : 11836 - 11840