boron and phosphoramidite

boron has been researched along with phosphoramidite* in 2 studies

Other Studies

2 other study(ies) available for boron and phosphoramidite

Article	Year
Versatile Method for the Site-Specific Modification of DNA with Boron Clusters: Anti-Epidermal Growth Factor Receptor (EGFR) Antisense Oligonucleotide Case. Chemistry (Weinheim an der Bergstrasse, Germany), 2017, Nov-21, Volume: 23, Issue:65 A general and convenient approach for the incorporation of different types of boron clusters into specific locations of the DNA-oligonucleotide chain based on the automated phosphoramidite method of oligonucleotide synthesis and post-synthetic "click chemistry" modification has been developed. Pronounced effects of boron-cluster modification on the physico- and biochemical properties of the antisense oligonucleotides were observed. The silencing activity of antisense oligonucleotides bearing a single boron cluster modification in the middle of the oligonucleotide chain was substantially higher than that of unmodified oligonucleotides. This finding may be of importance for the design of therapeutic nucleic acids with improved properties. The proposed synthetic methodology broadens the availability of nucleic acid-boron cluster conjugates and opens up new avenues for their potential practical use. Topics: Base Sequence; Boron; Circular Dichroism; Click Chemistry; ErbB Receptors; Gene Silencing; HeLa Cells; Humans; Hydrophobic and Hydrophilic Interactions; Magnetic Resonance Spectroscopy; Microscopy, Fluorescence; Oligonucleotides, Antisense; Organophosphorus Compounds; Transition Temperature	2017
Synthesis of oligo(α-D-glycosyl phosphate) derivatives by a phosphoramidite method via boranophosphate intermediates. The Journal of organic chemistry, 2011, Apr-15, Volume: 76, Issue:8 An efficient method for the synthesis of short oligo(α-D-glycosyl boranophosphate) derivatives by using an α-D-glycosyl phosphoramidite as a monomer unit was developed. The synthesis of oligomers was carried out by repeating a cycle consisting of the condensation of the monomer unit with a terminal hydroxy group of carbohydrates, boronation of the resultant phosphite intermediates, and terminal deprotection. The phosphoramidite monomer unit was synthesized from the corresponding glycosyl iodide and methyl N,N-diisopropylphosphonamidate in a highly α-selective manner. Di- and tri(α-D-glycosyl boranophosphate) derivatives obtained by the synthetic cycle were converted into the corresponding H-phosphonate diester derivatives, which were then used to synthesize di- and tri(α-D-glycosyl phosphate) derivatives including a fragment of Leishmania glycocalyx lipophosphoglycans. Topics: Antiprotozoal Agents; Boranes; Boron; Esters; Glycocalyx; Glycosphingolipids; Glycosylation; Humans; Leishmania; Leishmaniasis; Magnetic Resonance Spectroscopy; Oligosaccharides; Organophosphonates; Organophosphorus Compounds; Phosphates; Phosphites; Polymerization	2011

Article

Year

Versatile Method for the Site-Specific Modification of DNA with Boron Clusters: Anti-Epidermal Growth Factor Receptor (EGFR) Antisense Oligonucleotide Case.

Chemistry (Weinheim an der Bergstrasse, Germany), 2017, Nov-21, Volume: 23, Issue:65

A general and convenient approach for the incorporation of different types of boron clusters into specific locations of the DNA-oligonucleotide chain based on the automated phosphoramidite method of oligonucleotide synthesis and post-synthetic "click chemistry" modification has been developed. Pronounced effects of boron-cluster modification on the physico- and biochemical properties of the antisense oligonucleotides were observed. The silencing activity of antisense oligonucleotides bearing a single boron cluster modification in the middle of the oligonucleotide chain was substantially higher than that of unmodified oligonucleotides. This finding may be of importance for the design of therapeutic nucleic acids with improved properties. The proposed synthetic methodology broadens the availability of nucleic acid-boron cluster conjugates and opens up new avenues for their potential practical use.

Topics: Base Sequence; Boron; Circular Dichroism; Click Chemistry; ErbB Receptors; Gene Silencing; HeLa Cells; Humans; Hydrophobic and Hydrophilic Interactions; Magnetic Resonance Spectroscopy; Microscopy, Fluorescence; Oligonucleotides, Antisense; Organophosphorus Compounds; Transition Temperature

2017

Synthesis of oligo(α-D-glycosyl phosphate) derivatives by a phosphoramidite method via boranophosphate intermediates.

The Journal of organic chemistry, 2011, Apr-15, Volume: 76, Issue:8

An efficient method for the synthesis of short oligo(α-D-glycosyl boranophosphate) derivatives by using an α-D-glycosyl phosphoramidite as a monomer unit was developed. The synthesis of oligomers was carried out by repeating a cycle consisting of the condensation of the monomer unit with a terminal hydroxy group of carbohydrates, boronation of the resultant phosphite intermediates, and terminal deprotection. The phosphoramidite monomer unit was synthesized from the corresponding glycosyl iodide and methyl N,N-diisopropylphosphonamidate in a highly α-selective manner. Di- and tri(α-D-glycosyl boranophosphate) derivatives obtained by the synthetic cycle were converted into the corresponding H-phosphonate diester derivatives, which were then used to synthesize di- and tri(α-D-glycosyl phosphate) derivatives including a fragment of Leishmania glycocalyx lipophosphoglycans.

Topics: Antiprotozoal Agents; Boranes; Boron; Esters; Glycocalyx; Glycosphingolipids; Glycosylation; Humans; Leishmania; Leishmaniasis; Magnetic Resonance Spectroscopy; Oligosaccharides; Organophosphonates; Organophosphorus Compounds; Phosphates; Phosphites; Polymerization

2011