MersV1, Main, Exploration, bibRecord, 004341

Interactions of oligonucleotide analogs containing methylphosphonate internucleotide linkages and 2′-O-methylribonucleosides

Identifieur interne : 004341 ( Main/Exploration ); précédent : 004340; suivant : 004342

Interactions of oligonucleotide analogs containing methylphosphonate internucleotide linkages and 2′-O-methylribonucleosides

Auteurs : Joanne M. Kean [États-Unis] ; Cynthia D. Cushman [États-Unis] ; Hyunmin Kang [États-Unis] ; Thomas E. Leonard [États-Unis] ; Paul S. Miler [États-Unis]

Source :

Nucleic Acids Research [ 0305-1048 ] ; 1994.

RBID : ISTEX:BC26BD79F924B7227B6D4D2045D22F150C9036CB

Descripteurs français

KwdFr :
- ADN (), ARN (), Adénosine (), Adénosine (analogues et dérivés), Composés organiques du phosphore (), Données de séquences moléculaires, Guanosine (), Guanosine (analogues et dérivés), Oligonucléotides (), Stabilité de médicament, Structures macromoléculaires, Stéréoisomérie, Séquence nucléotidique, Température.
MESH :
- analogues et dérivés : Adénosine, Guanosine.
- ADN, ARN, Adénosine, Composés organiques du phosphore, Données de séquences moléculaires, Guanosine, Oligonucléotides, Stabilité de médicament, Structures macromoléculaires, Stéréoisomérie, Séquence nucléotidique, Température.

English descriptors

KwdEn :
- Adenosine (analogs & derivatives), Adenosine (chemistry), Base Sequence, DNA (chemistry), Drug Stability, Guanosine (analogs & derivatives), Guanosine (chemistry), Macromolecular Substances, Molecular Sequence Data, Oligonucleotides (chemistry), Organophosphorus Compounds (chemistry), RNA (chemistry), Stereoisomerism, Temperature.
MESH :
- chemical , analogs & derivatives : Adenosine, Guanosine.
- chemical , chemistry : Adenosine, DNA, Guanosine, Oligonucleotides, Organophosphorus Compounds, RNA.
- Base Sequence, Drug Stability, Macromolecular Substances, Molecular Sequence Data, Stereoisomerism, Temperature.

Abstract

The interactions of oligonucleotide analogs, 12-mers, which contain deoxyribo- or 2′-O-methylribose sugars and methylphosphonate internucleotide linkages with complementary 12-mer DNA and RNA targets and the effect of chirality of the methylphosphonate linkage on oligomer-target interactions was studied. Oligomers containing a single Rp or Sp methylphosphonate linkage (type 1) or oligomers containing a single phosphodiester linkage at the 5′-end followed by 10 contiguous methylphosphonate linkages of random chirality (type 2) were prepared. The deoxyribo- and 2′-O-methylribo- type 1 12-mers formed stable duplexes with both the RNA and DNA as determined by UV melting experiments. The melting temperatures, Tms, of the 2′-O-methylribo-12-mer/RNA duplexes (49–53°C) were higher than those of the deoxyribo-12mer/ RNA duplexes (31–36°C). The Tms of the duplexes formed by the Rp isomers of these oligomers were approximately 3–5°C higher than those formed by the corresponding Sp isomers. The deoxyribo type 2 12-mer formed a stable duplex, Tm 34°C, with the DNA target and a much less stable duplex with the RNA target, Tm <5°C. In contrast, the 2′-O-methylribo type 2 12-mer formed a stable duplex with the RNA target, Tm 20°C, and a duplex of lower stability with the DNA target, Tm <5°C. These results show that the previously observed greater stability of oligo-2′-Omethylribonucleotide/RNA duplexes versus oligodeoxyribonucleotide/ RNA duplexes extends to oligomers containing methylphosphonate linkages and that the configuration of the methylphosphonate linkage strongly influences the stability of the duplexes.

Url:

https://api.istex.fr/ark:/67375/HXZ-G3HQV0D1-9/fulltext.pdf

DOI: 10.1093/nar/22.21.4497

Affiliations:

États-Unis

Le document en format XML

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<term>Drug Stability</term>
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<term>Macromolecular Substances</term>
<term>Molecular Sequence Data</term>
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<front><div type="abstract">The interactions of oligonucleotide analogs, 12-mers, which contain deoxyribo- or 2′-O-methylribose sugars and methylphosphonate internucleotide linkages with complementary 12-mer DNA and RNA targets and the effect of chirality of the methylphosphonate linkage on oligomer-target interactions was studied. Oligomers containing a single Rp or Sp methylphosphonate linkage (type 1) or oligomers containing a single phosphodiester linkage at the 5′-end followed by 10 contiguous methylphosphonate linkages of random chirality (type 2) were prepared. The deoxyribo- and 2′-O-methylribo- type 1 12-mers formed stable duplexes with both the RNA and DNA as determined by UV melting experiments. The melting temperatures, Tms, of the 2′-O-methylribo-12-mer/RNA duplexes (49–53°C) were higher than those of the deoxyribo-12mer/ RNA duplexes (31–36°C). The Tms of the duplexes formed by the Rp isomers of these oligomers were approximately 3–5°C higher than those formed by the corresponding Sp isomers. The deoxyribo type 2 12-mer formed a stable duplex, Tm 34°C, with the DNA target and a much less stable duplex with the RNA target, Tm <5°C. In contrast, the 2′-O-methylribo type 2 12-mer formed a stable duplex with the RNA target, Tm 20°C, and a duplex of lower stability with the DNA target, Tm <5°C. These results show that the previously observed greater stability of oligo-2′-Omethylribonucleotide/RNA duplexes versus oligodeoxyribonucleotide/ RNA duplexes extends to oligomers containing methylphosphonate linkages and that the configuration of the methylphosphonate linkage strongly influences the stability of the duplexes.</div>
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Serveur d'exploration MERS

Interactions of oligonucleotide analogs containing methylphosphonate internucleotide linkages and 2′-O-methylribonucleosides

Interactions of oligonucleotide analogs containing methylphosphonate internucleotide linkages and 2′-O-methylribonucleosides

Source :

Descripteurs français

English descriptors

Abstract

Links toward previous steps (curation, corpus...)

Le document en format XML

Pour manipuler ce document sous Unix (Dilib)

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	Serveur d'exploration MERS
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