ISSN:
1573-3904
Keywords:
Peptide–oligonucleotide hybrids
;
Homoserine
;
Nucleopeptides
;
Base stability
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Abstract Covalently linked peptide–oligonucleotide hybrids are good candidates for antisense or anti-gene therapeutics. The use of homoserine as the linking amino acid allows nucleopeptide analogues with a base-stable amino acid-nucleoside phosphate diester linkage to be obtained. Three Nα,O-protected homoserine derivatives (Nα-Boc-Hse(DMT)-O− HTEA+ (I), Nα-Fmoc-Hse(MMT)-O− Hpyr+ (II) and Nα-Phac-Hse(DMT)-O− HTEA+ (III) were prepared after transient silylation, Nα-acylation, desilylation and protection of the hydroxyl group. The first can be placed at any position in the peptide sequence, while the other two must be placed at the N-terminus to afford nucleopeptides with the N-terminal amine group free or permanently blocked, respectively.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1023/A:1008891209328
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