Acyclic Nucleoside Phosphonates Bearing (R)- or (S)-9-[3-Hydroxy-2-(phosphonoethoxy)propyl] (HPEP) Moiety as Monomers for the Synthesis of Modified Oligonucleotides

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F18%3A00495572" target="_blank" >RIV/61388963:_____/18:00495572 - isvavai.cz</a>

Výsledek na webu

<a href="http://dx.doi.org/10.1002/ejoc.201800490" target="_blank" >http://dx.doi.org/10.1002/ejoc.201800490</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1002/ejoc.201800490" target="_blank" >10.1002/ejoc.201800490</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Acyclic Nucleoside Phosphonates Bearing (R)- or (S)-9-[3-Hydroxy-2-(phosphonoethoxy)propyl] (HPEP) Moiety as Monomers for the Synthesis of Modified Oligonucleotides

Popis výsledku v původním jazyce

Suitably protected (R)- and (S)-HPEP {9-[3-hydroxy-2-(phosphonoethoxy)propyl]} derivatives containing adenine and thymine nucleobases were prepared as monomers for the introduction of acyclic nucleotide units into oligonucleotides. The solid phase synthesis of a series of ribo and 2-deoxyribo nonamers containing (R)-HPEP and (S)-HPEP units was successfully performed in both 5' → 3' and 3' → 5' directions. The measurement of thermal characteristics of the complexes of modified nonamers with complementary DNA and RNA strands revealed a general destabilizing effect of the introduced acyclic units on the thermal stability, but in several cases [(modif.)RNA*RNA and (modif.)DNA*RNA with (S)-HPEPA units], the duplexes were characterized in terms of Tm values.

Název v anglickém jazyce

Acyclic Nucleoside Phosphonates Bearing (R)- or (S)-9-[3-Hydroxy-2-(phosphonoethoxy)propyl] (HPEP) Moiety as Monomers for the Synthesis of Modified Oligonucleotides

Popis výsledku anglicky

Suitably protected (R)- and (S)-HPEP {9-[3-hydroxy-2-(phosphonoethoxy)propyl]} derivatives containing adenine and thymine nucleobases were prepared as monomers for the introduction of acyclic nucleotide units into oligonucleotides. The solid phase synthesis of a series of ribo and 2-deoxyribo nonamers containing (R)-HPEP and (S)-HPEP units was successfully performed in both 5' → 3' and 3' → 5' directions. The measurement of thermal characteristics of the complexes of modified nonamers with complementary DNA and RNA strands revealed a general destabilizing effect of the introduced acyclic units on the thermal stability, but in several cases [(modif.)RNA*RNA and (modif.)DNA*RNA with (S)-HPEPA units], the duplexes were characterized in terms of Tm values.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10401 - Organic chemistry

Projekt

—

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2018

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

European Journal of Organic Chemistry

ISSN

1434-193X

e-ISSN

—

Svazek periodika

2018

Číslo periodika v rámci svazku

37

Stát vydavatele periodika

DE - Spolková republika Německo

Počet stran výsledku

8

Strana od-do

5119-5126

Kód UT WoS článku

000446662900006

EID výsledku v databázi Scopus

2-s2.0-85052603268