Colorimetric Monitoring of Solid-Phase Aldehydes Using 2,4-Dinitrophenylhydrazine
Authors:
- 13 February 2004
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Combinatorial Chemistry
- Vol. 6 (2) , 165-170
Abstract
A simple and rapid method to achieve colorimetric monitoring of resin-bound aldehydes, based on ambient temperature reaction with 2,4-dinitrophenylhydrazine (DNPH) in the presence of dilute acid, has been developed as an adjunct to solid-phase organic synthesis and combinatorial chemistry. By this test, the presence of aldehydes is indicated by a red to dark-orange appearance, within a minute. Alternatively, resins that are free of aldehydes or in which aldehyde functions have reacted completely retain their original color. The DNPH test was demonstrated for poly(ethylene glycol)−polystyrene (PEG−PS), aminomethyl polystyrene (AMP), cross-linked ethoxylate acrylate resin (CLEAR), and acryloylated O,O‘-bis(2-aminopropyl)poly(ethylene glycol) (PEGA) supports and gave results visible to the naked eye at levels as low as 18 μmol of aldehyde per gram of resin.Keywords
This publication has 31 references indexed in Scilit:
- Monitoring of Solid-Phase Organic Synthesis on Macroscopic Supports by High-Resolution Magic Angle Spinning NMRJournal of Combinatorial Chemistry, 2001
- Carbon−Carbon Bond-Forming Solid-Phase Reactions. Part IIChemical Reviews, 2000
- Carbon−Carbon Bond Forming Solid-Phase ReactionsChemical Reviews, 1999
- A Fluorescence-Based Assay for High-Throughput Screening of Coupling Reactions. Application to Heck ChemistryJournal of the American Chemical Society, 1999
- Poly(ethylene glycol)-Containing Supports for Solid-Phase Synthesis of Peptides and Combinatorial Organic Libraries1997
- Noninvasive continuous monitoring of solid‐phase peptide synthesis by acid‐base indicatorInternational Journal of Peptide and Protein Research, 1988
- Solid‐phase peptide synthesis: a silver anniversary report*International Journal of Peptide and Protein Research, 1987
- Solid Phase SynthesisScience, 1986
- The monitoring of reactions in solid-phase peptide synthesis with picric acidAnalytica Chimica Acta, 1972
- Solid Phase Peptide Synthesis. I. The Synthesis of a TetrapeptideJournal of the American Chemical Society, 1963