Improvements in automated PNA synthesis using Boc/Z monomers
- 12 January 1997
- journal article
- Published by Wiley in Chemical Biology & Drug Design
- Vol. 49 (1) , 80-88
- https://doi.org/10.1111/j.1399-3011.1997.tb01124.x
Abstract
An optimized automated PNA synthesis protocol is reported. Under optimal conditions the product yield of a test 17-mer PNA is approximately 90%. The average coupling yield is 99.4%. The synthesis strategy is Boc/Z and the deprotected amine is neutralized in situ. The monomers are added in molar excess to HATU and pre-activated for 60 s before delivery to the resin. The concentration of the activated monomers is 0.08 m during the couplings. Heteroselective solvation provides the highest coupling yields. Acetic anhydride is used as capping reagent followed by a piperidine wash. The protocol has been developed in a 5 μmol scale but is easily scaled up to 10–50 μmol scale syntheses on the automated synthesizer (ABI 433A). © Munksgaard 1997.Keywords
This publication has 31 references indexed in Scilit:
- Coupling Difficulty Associated with Interchain Clustering and Phase Transition in Solid Phase Peptide SynthesisJournal of the American Chemical Society, 1995
- Some ‘difficult sequences’ made easyInternational Journal of Peptide and Protein Research, 1994
- Amino acid structure and “difficult sequences” in solid phase peptide synthesisInternational Journal of Peptide and Protein Research, 1992
- In situ neutralization in Boc‐chemistry solid phase peptide synthesisInternational Journal of Peptide and Protein Research, 1992
- Internal aggregation during solid phase peptide synthesis. Dimethyl sulfoxide as a powerful dissociating solventJournal of the Chemical Society, Chemical Communications, 1992
- Sequence-Selective Recognition of DNA by Strand Displacement with a Thymine-Substituted PolyamideScience, 1991
- Solvation effects in solid-phase peptide synthesisJournal of the American Chemical Society, 1991
- Prediction of difficult sequences in solid-phase peptide synthesisJournal of the American Chemical Society, 1990
- An improved solid‐phase synthesis of a difficult‐sequence peptide using hexafluoro‐2‐propanolInternational Journal of Peptide and Protein Research, 1990
- Solid Phase Peptide Synthesis. I. The Synthesis of a TetrapeptideJournal of the American Chemical Society, 1963