A new approach to the synthesis of branched and branched cyclic oligoribonucleotides

Autor:	Quanlai Song, Colin B. Reese
Rok vydání:	1999
Předmět:	Adenosine Oligoribonucleotides Stereochemistry Synthon Biology Solution phase Phosphonate Coupling reaction Phosphates chemistry.chemical_compound Monomer chemistry Biochemistry Yield (chemistry) Genetics Chromatography High Pressure Liquid Research Article
Zdroj:	Nucleic Acids Research. 27:2672-2681
ISSN:	1362-4962 0305-1048
Popis:	The six-step synthesis of the di-triethylammonium salt of 5[prime]-O -trityl-6-N-pivaloyladenosine-2[prime]-(H -phosphonate)-3'-[(2-chlorophenyl) phosphate]9 from 3', 5'- O -(1,1,3,3-tetraisopropyldisiloxan-1,3-diyl)-6-N-pivaloyla denosine1in 68% overall yield is described. Compound9is converted into a branched pentaribonucleoside tetraphosphate 24 and a branched cyclic pentaribonucleotide ('lariat') 25 by solution phase triester chemistry involving both H-phosphonate and conventional phosphotriester coupling reactions. The monomeric building block 9 is proposed as a universal synthon for the preparation of branched and branched cyclic oligoribonucleotides derived from adenosine.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::19c7e5b0aa8e92e4a3c3978fd9b5f32e https://doi.org/10.1093/nar/27.13.2672 Zobrazit plný text záznamu