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Synthesis and enzymatic stability of phosphodiester-linked peptide-oligonucleotide hybrids.
- Source :
-
Bioconjugate chemistry [Bioconjug Chem] 1997 Nov-Dec; Vol. 8 (6), pp. 785-8. - Publication Year :
- 1997
-
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.
- Subjects :
- Chromatography, High Pressure Liquid
Drug Stability
Esters metabolism
Hydrolysis
Phosphodiesterase I
Alkaline Phosphatase metabolism
Oligonucleotides chemical synthesis
Oligonucleotides metabolism
Oligopeptides chemical synthesis
Oligopeptides metabolism
Phosphoric Diester Hydrolases metabolism
Subjects
Details
- Language :
- English
- ISSN :
- 1043-1802
- Volume :
- 8
- Issue :
- 6
- Database :
- MEDLINE
- Journal :
- Bioconjugate chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 9404649
- Full Text :
- https://doi.org/10.1021/bc970051u