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Solid-phase synthesis of peptide-viologen conjugates. | LitMetric

Solid-phase synthesis of peptide-viologen conjugates.

J Org Chem

Department of Chemistry, Trinity University, San Antonio, Texas 78212, USA.

Published: March 2010

AI Article Synopsis

  • The paper outlines a method for attaching viologens to peptides via amide coupling that works well with traditional Fmoc solid-phase peptide synthesis.
  • The process can be monitored quantitatively using UV spectroscopy, making it suitable for milligram-scale experiments.
  • This chemistry allows for high-yield synthesis of various asymmetric viologens at room temperature and is compatible with many functional groups like amines and thiols.

Article Abstract

This paper presents a robust method for the conjugation of viologens to peptides using an amide coupling strategy that is compatible with standard Fmoc solid-phase peptide synthesis. Methodology is presented for monitoring the milligram scale process quantitatively by UV spectroscopy. This chemistry enables the synthesis of a broad range of asymmetric viologens in high yield at room temperature and is compatible with a wide range of functional groups, including amine, guanidinyl, thiol, carboxylic acid, phenol, and indole.

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Source
http://dx.doi.org/10.1021/jo100018fDOI Listing

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