Document Detail

A-hydroxyphosphonate oligonucleotides: a promising DNA type?
MedLine Citation:
PMID:  14565344     Owner:  NLM     Status:  MEDLINE    
The synthesis of monomers (S)-1, (R)-1 and 2 derived from (5'S)-, (5'R)-2'-deoxythymidine-5'-C-phosphonic acids and 2',5'-dideoxythymidine-5'-C-phosphonic acids was elaborated. The protection of the 5'-hydroxyl by the methoxycarbonyl group was a key step of the synthesis. Prepared monomers were used for the solid-phase assembly of several types oligothymidylate 15-mers (S)-3, (S)-4, (S)-5, (R)-4 and (R)-5 containing the chiral 3'-O-P-CH(OH)-5'' internucleotide linkage. Their hybridization properties with dA15 and rA15 were studied as well as their resistance against nuclease cleavage.
Sárka Králíková; Milos Budesínský; Ivan Rosenberg
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Nucleosides, nucleotides & nucleic acids     Volume:  22     ISSN:  1525-7770     ISO Abbreviation:  Nucleosides Nucleotides Nucleic Acids     Publication Date:    2003 May-Aug
Date Detail:
Created Date:  2003-10-20     Completed Date:  2003-12-11     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  100892832     Medline TA:  Nucleosides Nucleotides Nucleic Acids     Country:  United States    
Other Details:
Languages:  eng     Pagination:  1061-4     Citation Subset:  IM    
Institute of Organic Chemistry and Biochemistry, Academy of Sciences, Prague, Czech Republic.
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MeSH Terms
DNA / chemistry*
Indicators and Reagents
Molecular Structure
Nucleic Acid Conformation
Oligodeoxyribonucleotides / chemical synthesis*,  chemistry*
Phosphonic Acids*
Thymidine / analogs & derivatives*
Reg. No./Substance:
0/Indicators and Reagents; 0/Oligodeoxyribonucleotides; 0/Phosphonic Acids; 3458-14-8/5'-deoxythymidine; 50-89-5/Thymidine; 9007-49-2/DNA

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