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

The result's identifiers

  • Result code in 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>

  • Result on the web

    <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>

Alternative languages

  • Result language

    angličtina

  • Original language name

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

  • Original language description

    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.

  • Czech name

  • Czech description

Classification

  • Type

    J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database

  • CEP classification

  • OECD FORD branch

    10401 - Organic chemistry

Result continuities

  • Project

  • Continuities

    I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Others

  • Publication year

    2018

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    European Journal of Organic Chemistry

  • ISSN

    1434-193X

  • e-ISSN

  • Volume of the periodical

    2018

  • Issue of the periodical within the volume

    37

  • Country of publishing house

    DE - GERMANY

  • Number of pages

    8

  • Pages from-to

    5119-5126

  • UT code for WoS article

    000446662900006

  • EID of the result in the Scopus database

    2-s2.0-85052603268