Synthesis of PNA Oligoether Conjugates.
- Resource Type
- Article
- Authors
- Ghidini, Alice; Steunenberg, Peter; Murtola, Merita; Strömberg, Roger
- Source
- Molecules. Mar2014, Vol. 19 Issue 3, p3135-3148. 14p.
- Subject
- *AMINO acids
*FATTY acids
*ANTIBODY-drug conjugates
*PEPTIDE nucleic acids
*COUPLING agents (Chemistry)
- Language
- ISSN
- 1420-3049
Several different approaches have been explored for conjugation of oligoethers to PNA with internally or N-terminal placed diaminopropionic acid residues. Single and double conjugation of 2-(2-(2-aminoethoxy)ethoxy)ethanol was obtained using carbonyldimidazole. Using a post PNA-assembly coupling procedure the building block 2-(2-(2-(benzoyloxy)ethoxy)ethoxy)acetic acid multiple attachment of 2-(2-(2- hydroxyethoxy)ethoxy)acetyl groups to both N-terminal and β-amino groups of inserted diaminopropionic acids residues was achieved. Use of a new oligoether functionalized amino acid allows inclusion of oligoether conjugates during on-line machine assisted synthesis which also allowed combination of methods for attachment of different oligoethers and co-conjugation of neocuproine as well as conjugation of an aminosugar. [ABSTRACT FROM AUTHOR]