Synthesis of PNA Oligoether Conjugates

Molecules

Alice Ghidini²  Peter Steunenberg¹  Merita Murtola² 

[1] ICL-IP Terneuzen, Frankrijkweg BJ, Terneuzen 6 4538, The Netherlands; E-Mail:;Department of Biosciences and Nutrition, Karolinska Institutet, Novum, Hälsovägen Huddinge 7, 14183, Sweden; E-Mails:

关键词: peptide nucleic acid;    polyethyleneglycol;    aminosugar;    neocuproine;   

DOI  :  10.3390/molecules19033135

来源: mdpi

【 摘 要 】

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.

【 授权许可】

CC BY   
© 2014 by the authors; licensee MDPI, Basel, Switzerland.