Solid-Phase Synthesis of Phosphorothioate/Phosphonothioate and Phosphoramidate/Phosphonamidate Oligonucleotides

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F19%3A00506739" target="_blank" >RIV/61388963:_____/19:00506739 - isvavai.cz</a>

Result on the web

<a href="https://www.mdpi.com/1420-3049/24/10/1872/htm" target="_blank" >https://www.mdpi.com/1420-3049/24/10/1872/htm</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.3390/molecules24101872" target="_blank" >10.3390/molecules24101872</a>

Result language

angličtina

Original language name

Solid-Phase Synthesis of Phosphorothioate/Phosphonothioate and Phosphoramidate/Phosphonamidate Oligonucleotides

Original language description

We have developed a robust solid-phase protocol which allowed the synthesis of chimeric oligonucleotides modified with phosphodiester and O-methylphosphonate linkages as well as their P-S and P-N variants. The novel O-methylphosphonate-derived modifications were obtained by oxidation, sulfurization, and amidation of the O-methyl-(H)-phosphinate internucleotide linkage introduced into the oligonucleotide chain by H-phosphonate chemistry using nucleoside-O-methyl-(H)-phosphinates as monomers. The H-phosphonate coupling followed by oxidation after each cycle enabled us to successfully combine H-phosphonate and phosphoramidite chemistries to synthesize diversely modified oligonucleotide strands.

Czech name

—

Czech description

—

Type

J_imp - Article in a specialist periodical, which is included in the Web of Science database

CEP classification

—

OECD FORD branch

10401 - Organic chemistry

Project

<a href="/en/project/GA17-12703S" target="_blank" >GA17-12703S: Properties of α-D- and α-L-Oligodeoxynucleotides with Isopolar Phosphonate Internucleotide Linkages</a><br>

Continuities

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year

2019

Confidentiality

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

Name of the periodical

Molecules

ISSN

1420-3049

e-ISSN

—

Volume of the periodical

24

Issue of the periodical within the volume

10

Country of publishing house

CH - SWITZERLAND

Number of pages

12

Pages from-to

1872

UT code for WoS article

000470996600030

EID of the result in the Scopus database

2-s2.0-85066101428