These tools will no longer be maintained as of December 31, 2024. Archived website can be found here. PubMed4Hh GitHub repository can be found here. Contact NLM Customer Service if you have questions.


Pubmed for Handhelds

PUBMED FOR HANDHELDS

Search MEDLINE/PubMed

  • Title: Dual-Bioorthogonal Molecular Tool: "Click-to-Release" and "Double-Click" Reactivity on Small Molecules and Material Surfaces.
    Author: Luo W, Luo J, Popik VV, Workentin MS.
    Journal: Bioconjug Chem; 2019 Apr 17; 30(4):1140-1149. PubMed ID: 30807112.
    Abstract:
    The development of reactive moieties that enable molecular control of bond-forming and bond-breaking reactions within complex media is highly important in materials and biomaterials research as it provides opportunities to carefully manipulate small molecules and material surfaces in a reliable manner. Despite recent advances in the realization of new ligation strategies and "click-and-release" systems, there has been little development of multifunctional moieties that feature a broad range of chemical capabilities. To address this challenge, we designed a molecular tool that can utilize four well-defined bioorthogonal chemistries interchangeably for the attachment, replacement, and release of molecules within a system: the Staudinger-Bertozzi ligation (SBL), perfluoroaryl azide Staudinger reaction (PFAA-SR), strain-promoted alkyne-azide cycloaddition (SPAAC), and strain-promoted alkyne-nitrone cycloaddition (SPANC). We demonstrate "click-to-release" and "double-click" reactivity on small molecules and gold nanoparticles (AuNPs) as a model material substrate. As a proof of concept for material derivatization, we employed 5 nm AuNPs-functionalized with a Rhodamine B derivative and biotin through the double-click strategy-and showed their potential as a pretargeted delivery nanocarrier. This multifunctional molecular tool enables the design and production of molecular and material systems with unique, modular, and tunable dynamic properties that can be altered under mild and bioorthogonal conditions.
    [Abstract] [Full Text] [Related] [New Search]