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PNA synthesis using a novel Boc/acyl protecting group strategy
Author(s) -
Kofoed Thomas,
Hansen Henrik F.,
Ørum Henrik,
Koch Troels
Publication year - 2001
Publication title -
journal of peptide science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 66
eISSN - 1099-1387
pISSN - 1075-2617
DOI - 10.1002/psc.333
Subject(s) - peptide nucleic acid , chemistry , monomer , protecting group , combinatorial chemistry , nucleic acid , reagent , guanine , dna , peptide synthesis , peptide , nucleotide , biochemistry , organic chemistry , polymer , alkyl , gene
The synthesis of novel Boc/acyl protected monomers for the synthesis of peptide nucleic acid (PNA) is described. The oligomerization protocol using these new monomers has been optimized with regard to coupling reagents. The use of base‐labile acyl protecting groups at the exocyclic amines of the heterocyclic bases (isobutyryl for guanine and benzoyl for adenine and cytosine) and a PAM‐linked solid support offers an attractive alternative to the present procedures used in PNA synthesis. This strategy has been applied for the synthesis of a test 17mer PNA on both control pore glass (CPG) and a polystyrene MBHA support and was used in the preparation of PNA–DNA chimeras. Copyright © 2001 European Peptide Society and John Wiley & Sons, Ltd.