Abstract
Peptide nucleic acids (PNA) were synthesized by a modified Merrifield method using several improvements. Activation by O-[benzotriazol-1-yl]-1,1,3,3-tetramethyluronium hexafluorophosphate in combination with in situ neutralization of the resin allowed efficient coupling of all four Boc-protected PNA monomers within 30 min. HPLC analysis of the crude product obtained from a fully automated synthesis of the model PNA oligomer H-CGGACTAAGTCCATTGC-Gly-NH2, indicated an average yield per synthetic cycle of 97.1%. N1-benzyloxycarbonyl-N6(3)-methylimidazole triflate substantially outperformed acetic anhydride as a capping reagent. The resin-bound PNAs were successfully cleaved by the 'low-high' trifluoromethanesulphonic acid procedure.
| Original language | English |
|---|---|
| Journal | Journal of Peptide Science |
| Volume | 1 |
| Issue number | 3 |
| Pages (from-to) | 175-83 |
| Number of pages | 9 |
| ISSN | 1075-2617 |
| DOIs | |
| Publication status | Published - 1 May 1995 |
Keywords
- Base Sequence
- Chromatography, High Pressure Liquid
- Indicators and Reagents
- Methods
- Molecular Structure
- Nucleic Acids/chemical synthesis
- Peptides/chemical synthesis
- Resins, Synthetic
- Solvents