Modular synthesis and modification of novel bifunctional dendrons

Org Biomol Chem. 2019 Mar 13;17(11):2906-2912. doi: 10.1039/c8ob02988a.

Abstract

Herein, we report the design and synthesis of two novel bifunctional dendrons bearing multiple amine termini at the periphery and an azide at the focal point. Copper-catalyzed alkyne-azide cycloaddition enabled modular dendritic scaffold assembly resulting in a first generation dendron carrying six amines and a second generation dendron carrying eighteen amines. Peripheral amines were labeled with multiple copies of a metal isotope, whereas the azide functionality at the focal point was employed in conjugation to a single anti-human CD4 antibody. We demonstrated that the highly monomeric first generation dendron-antibody conjugate selectively detected CD4+ T cells in the PMBC culture.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amines / chemistry*
  • Amines / immunology
  • Antibodies / chemistry*
  • Antibodies / immunology
  • Antigen-Antibody Reactions
  • Azides / chemistry*
  • Azides / immunology
  • CD4 Antigens / chemistry
  • CD4 Antigens / immunology
  • CD4-Positive T-Lymphocytes / cytology
  • CD4-Positive T-Lymphocytes / immunology
  • Catalysis
  • Cells, Cultured
  • Copper / chemistry
  • Dendrimers / chemical synthesis
  • Dendrimers / chemistry*
  • Humans
  • Molecular Structure

Substances

  • Amines
  • Antibodies
  • Azides
  • CD4 Antigens
  • Dendrimers
  • Copper