Synthesis and Enzymatic Stability of Phosphodiester-Linked Peptide−Oligonucleotide Hybrids
- 1 November 1997
- journal article
- research article
- Published by American Chemical Society (ACS) in Bioconjugate Chemistry
- Vol. 8 (6), 785-788
- https://doi.org/10.1021/bc970051u
Abstract
Nucleopeptides Ac-Tyr(p3‘dACGT)-Ala-Phe-Gly-NH2, Ac-Thr(p3‘dACGT)-Ala-Phe-Gly-OH, Ac-Ser(p3‘dACGT)-Ala-Phe-Gly-OH, and Phac-Hse(p3‘dACGT)-Ala-Phe-Gly-OH, in which the 3‘-end of a tetradeoxyribonucleotide is linked by a phosphodiester bond to a hydroxylated amino acid, were synthesized using a stepwise solid-phase methodology to study the influence of the linking amino acid on their stability to 3‘-exonucleases. HPLC analysis of the reaction crudes after treatment of each nucleopeptide with snake venom phosphodiesterase showed that the lability of the amino acid−nucleoside linkage increases in the order Thr < Ser < Hse < Tyr.Keywords
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