A1 Alkuperäisartikkeli tieteellisessä aikakauslehdessä

Conjugation of Oligonucleotides to Peptide Aldehydes via a pH-Responsive N-Methoxyoxazolidine Linker




Julkaisun 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

Volyymi: 22

Julkaisunumero: 17

Sivujen määrä: 5

ISSN: 1523-7060

eISSN: 1523-7052

DOI: http://dx.doi.org/10.1021/acs.orglett.0c01815


Tiivistelmä
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.

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Last updated on 2021-10-09 at 14:28