A1 Vertaisarvioitu alkuperäisartikkeli tieteellisessä lehdessä
Conjugation of Oligonucleotides to Peptide Aldehydes via a pH-Responsive N-Methoxyoxazolidine Linker
Tekijät: Aho Aapo, Sulkanen Mika, Korhonen Heidi, Virta Pasi
Kustantaja: AMER CHEMICAL SOC
Julkaisuvuosi: 2020
Journal: Organic Letters
Tietokannassa oleva lehden nimi: ORGANIC LETTERS
Lehden akronyymi: ORG LETT
Vuosikerta: 22
Numero: 17
Aloitussivu: 6714
Lopetussivu: 6718
Sivujen määrä: 5
ISSN: 1523-7060
eISSN: 1523-7052
DOI: https://doi.org/10.1021/acs.orglett.0c01815
Rinnakkaistallenteen osoite: https://research.utu.fi/converis/portal/detail/Publication/50235022
The formation of N-methoxyoxazolidines in the preparation of oligonucleotide-peptide conjugates was evaluated. The reaction occurred between unprotected 2'-N-(methoxy)amino-modified oligonucleotides and peptide aldehydes in reasonable yields when isolated. The reaction is reversible under slightly acidic conditions, and it is pH-responsive. The rate and the equilibrium constant may be varied with structurally different aldehydes, allowing an optimization of the ligation and cleavage rate of the resultant conjugates. Therefore, this concept can be considered a cleavable linker.
Ladattava julkaisu This is an electronic reprint of the original article. |  |
