Homoserine derivatives for the preparation of base-stable nucleopeptide analogues

Autor:	Anna Grandas, Marta Maseda, Maite Beltrán, Jordi Robles, Enrique Pedroso
Rok vydání:	1997
Předmět:	chemistry.chemical_classification Silylation Base (chemistry) Stereochemistry Homoserine Bioengineering Phosphate Biochemistry Analytical Chemistry Amino acid chemistry.chemical_compound chemistry Covalent bond Drug Discovery Molecular Medicine Amine gas treating Peptide sequence
Zdroj:	ResearcherID
ISSN:	1573-3904 0929-5666
DOI:	10.1007/bf02443527
Popis:	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) andNα-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 theN-terminus to afford nucleopeptides with the N-terminal amine group free or permanently blocked, respectively.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::966eb8518784da2447cd34ef8e1a4292 https://doi.org/10.1007/bf02443527 Zobrazit plný text záznamu Full text from SpringerLink