rink-amide-resin and 1-3-dimethoxybenzene

rink-amide-resin has been researched along with 1-3-dimethoxybenzene* in 1 studies

Other Studies

1 other study(ies) available for rink-amide-resin and 1-3-dimethoxybenzene

Article	Year
C-terminal N-alkylated peptide amides resulting from the linker decomposition of the Rink amide resin: a new cleavage mixture prevents their formation. Journal of peptide science : an official publication of the European Peptide Society, 2006, Volume: 12, Issue:3 Decomposition of the resin linkers during TFA cleavage of the peptides in the Fmoc strategy leads to alkylation of sensitive amino acids. The C-terminal amide alkylation, reported for the first time, is shown to be a major problem in peptide amides synthesized on the Rink amide resin. This side reaction occurs as a result of the Rink amide linker decomposition under TFA treatment of the peptide resin. The use of 1,3-dimethoxybenzene in a cleavage cocktail prevents almost quantitatively formation of C-terminal N-alkylated peptide amides. Oxidized by-product in the tested Cys- and Met-containing peptides were not observed, even if thiols were not used in the cleavage mixture. Topics: Alkylation; Amides; Anisoles; Chromatography, High Pressure Liquid; Cross-Linking Reagents; Fluorenes; Magnetic Resonance Spectroscopy; Molecular Structure; Oxidation-Reduction; Peptides; Resins, Synthetic; Spectrometry, Mass, Electrospray Ionization; Trifluoroacetic Acid	2006

Article

Year

C-terminal N-alkylated peptide amides resulting from the linker decomposition of the Rink amide resin: a new cleavage mixture prevents their formation.

Journal of peptide science : an official publication of the European Peptide Society, 2006, Volume: 12, Issue:3

Decomposition of the resin linkers during TFA cleavage of the peptides in the Fmoc strategy leads to alkylation of sensitive amino acids. The C-terminal amide alkylation, reported for the first time, is shown to be a major problem in peptide amides synthesized on the Rink amide resin. This side reaction occurs as a result of the Rink amide linker decomposition under TFA treatment of the peptide resin. The use of 1,3-dimethoxybenzene in a cleavage cocktail prevents almost quantitatively formation of C-terminal N-alkylated peptide amides. Oxidized by-product in the tested Cys- and Met-containing peptides were not observed, even if thiols were not used in the cleavage mixture.

Topics: Alkylation; Amides; Anisoles; Chromatography, High Pressure Liquid; Cross-Linking Reagents; Fluorenes; Magnetic Resonance Spectroscopy; Molecular Structure; Oxidation-Reduction; Peptides; Resins, Synthetic; Spectrometry, Mass, Electrospray Ionization; Trifluoroacetic Acid

2006