Jove
Visualize
Contact Us
JoVE
x logofacebook logolinkedin logoyoutube logo
ABOUT JoVE
OverviewLeadershipBlogJoVE Help Center
AUTHORS
Publishing ProcessEditorial BoardScope & PoliciesPeer ReviewFAQSubmit
LIBRARIANS
TestimonialsSubscriptionsAccessResourcesLibrary Advisory BoardFAQ
RESEARCH
JoVE JournalMethods CollectionsJoVE Encyclopedia of ExperimentsArchive
EDUCATION
JoVE CoreJoVE BusinessJoVE Science EducationJoVE Lab ManualFaculty Resource CenterFaculty Site
Terms & Conditions of Use
Privacy Policy
Policies

Related Concept Videos

You might also read

Related Articles

Articles linked to this work by shared authors, journal, and citation graph.

Sort by
Same author

DNA-Compatible One-Pot Stahl Oxidation-Alkylation Enables Broader Use of Primary Alcohols in DEL Synthesis.

Organic letters·2026
Same author

On-DNA Binder Confirmation: Increasing Confidence in DEL Hits.

Journal of medicinal chemistry·2025
Same author

Correction to "Modular Click Assembly DNA-Encoded Glycoconjugate Libraries with on-DNA Functional Group Transformations".

Bioconjugate chemistry·2024
Same author

On-DNA hydroalkylation of <i>N</i>-vinyl heterocycles <i>via</i> photoinduced EDA-complex activation.

Chemical science·2023
Same author

Modular Click Assembly DNA-Encoded Glycoconjugate Libraries with on-DNA Functional Group Transformations.

Bioconjugate chemistry·2023
Same author

Photoredox-catalysed hydroaminoalkylation of on-DNA <i>N</i>-arylamines.

Organic & biomolecular chemistry·2023

Related Experiment Video

Updated: Jun 27, 2026

Solid-phase Submonomer Synthesis of Peptoid Polymers and their Self-Assembly into Highly-Ordered Nanosheets
13:42

Solid-phase Submonomer Synthesis of Peptoid Polymers and their Self-Assembly into Highly-Ordered Nanosheets

Published on: November 2, 2011

Large scale preparation of silicon-functionalized SynPhase Polystyrene lanterns for solid-phase synthesis.

Troy D Ryba1, Kristopher M Depew, Lisa A Marcaurelle

  • 1Chemical Biology Platform, The Broad Institute of MIT and Harvard, Cambridge, Massachusetts 02142, USA.

Journal of Combinatorial Chemistry
|December 4, 2008
PubMed
Summary

This study details a two-step functionalization of polystyrene lanterns for solid-phase synthesis. A novel Suzuki coupling method creates an alkylsilyl linker, enabling efficient alcohol loading for diverse applications.

More Related Videos

Soft Lithographic Functionalization and Patterning Oxide-free Silicon and Germanium
12:38

Soft Lithographic Functionalization and Patterning Oxide-free Silicon and Germanium

Published on: December 16, 2011

Preparation of Functional Silica Using a Bioinspired Method
08:04

Preparation of Functional Silica Using a Bioinspired Method

Published on: August 1, 2018

Related Experiment Videos

Last Updated: Jun 27, 2026

Solid-phase Submonomer Synthesis of Peptoid Polymers and their Self-Assembly into Highly-Ordered Nanosheets
13:42

Solid-phase Submonomer Synthesis of Peptoid Polymers and their Self-Assembly into Highly-Ordered Nanosheets

Published on: November 2, 2011

Soft Lithographic Functionalization and Patterning Oxide-free Silicon and Germanium
12:38

Soft Lithographic Functionalization and Patterning Oxide-free Silicon and Germanium

Published on: December 16, 2011

Preparation of Functional Silica Using a Bioinspired Method
08:04

Preparation of Functional Silica Using a Bioinspired Method

Published on: August 1, 2018

Area of Science:

  • Organic Chemistry
  • Materials Science
  • Polymer Chemistry

Background:

  • Solid-phase synthesis is crucial for drug discovery and materials science.
  • Polystyrene (PS) lanterns are widely used supports in solid-phase synthesis.
  • Efficient functionalization of PS supports is essential for expanding their utility.

Purpose of the Study:

  • To describe a scalable two-step functionalization method for SynPhase Polystyrene (PS) lanterns.
  • To develop a robust method for introducing an alkylsilyl linker onto the PS backbone.
  • To prepare PS lanterns for the efficient loading of various alcohols in solid-phase synthesis.

Main Methods:

  • Two-step functionalization of 30,000 SynPhase PS lanterns in a 30-L reactor.
  • Bromination of the polystyrene backbone to create aryl bromide handles.
  • In situ generation of a trialkylborane via allyldiisopropyl(4-methoxyphenyl)silane and 9-BBN, followed by Suzuki cross-coupling.

Main Results:

  • Successful synthesis of functionalized PS lanterns with aryl bromide handles.
  • Efficient generation of an alkylsilyl linker through Suzuki cross-coupling.
  • Demonstrated readiness of the functionalized lanterns for loading diverse alcohols.

Conclusions:

  • The described two-step functionalization is a scalable and effective method for preparing PS lanterns for solid-phase synthesis.
  • The developed Suzuki coupling approach provides a versatile route to alkylsilyl-functionalized PS supports.
  • This method enhances the applicability of PS lanterns in various solid-phase synthesis applications.