81246-81-3Relevant academic research and scientific papers
5’-Phosphorylation Increases the Efficacy of Nucleoside Inhibitors of the DNA Repair Enzyme SNM1A
Berney, Mark,Fay, Ellen M.,Manoj, Manav T,McGouran, Joanna F.
supporting information, (2022/01/13)
Certain cancers exhibit upregulation of DNA interstrand crosslink repair pathways, which contributes to resistance to crosslinking chemotherapy drugs and poor prognoses. Inhibition of enzymes implicated in interstrand crosslink repair is therefore a promising strategy for improving the efficacy of cancer treatment. One such target enzyme is SNM1A, a zinc co-ordinating 5’–3’ exonuclease. Previous studies have demonstrated the feasibility of inhibiting SNM1A using modified nucleosides appended with zinc-binding groups. In this work, we sought to develop more effective SNM1A inhibitors by exploiting interactions with the phosphate-binding pocket adjacent to the enzyme's active site, in addition to the catalytic zinc ions. A series of nucleoside derivatives bearing phosphate moieties at the 5’-position, as well as zinc-binding groups at the 3’-position, were prepared and tested in gel-electrophoresis and real-time fluorescence assays. As well as investigating novel zinc-binding groups, we found that incorporation of a 5’-phosphate dramatically increased the potency of the inhibitors.
Practical silyl protection of ribonucleosides
Blaisdell, Thomas P.,Lee, Sunggi,Kasaplar, Pinar,Sun, Xixi,Tan, Kian L.
supporting information, p. 4710 - 4713 (2013/10/08)
Herein we report the site-selective silylation of the ribonucelosides. The method enables a simple and efficient procedure for accessing suitably protected monomers for automated RNA synthesis. Switching to the opposite enantiomer of the catalyst allows f
CHEMICAL SYNTHESIS OF DIMER RIBONUCLEOTIDES CONTAINING INTERNUCLEOTIDIC PHOSPHORODITHIOATE LINKAGES
Petersen, Kenneth H.,Nielsen, John
, p. 911 - 914 (2007/10/02)
Ribonucleosides, chlorobis(amino)phosphines and thiols react via phosphorothioamidites to form phosphorothioites.Oxidation with sulphur gives ribonucleoside phosphorodithioate triesters which after deprotection yields the phosphorodithioate ribonucleoside
Modified phosphotriester method for chemical synthesis of ribooligonucleotides. Part I. Synthesis of riboundecaadenylate and two fragments constituting the sequence of R-17 translation control signal
Sung, Wing L.,Narang, Saran A.
, p. 111 - 120 (2007/10/02)
A modified phosphotriester method has been succesfully applied for the chemical synthesis of ribooligonucleotides.The starting material is a fully protected ribomononucleoside containing a 3'-phosphotriester group 5.The coupling reaction is performed usin
New catalists and procedures for the dimethoxytritylation and selective silylation of ribonucleosides
Hakimelahi, Gholam H.,Proba, Zbigniew A.,Ogilvie, Kelvin K.
, p. 1106 - 1113 (2007/10/02)
Procedures have been developed for the selective formation of (a) 2',5'-silylated ribonucleosides and (b) 3',5'-silylated ribonucleosides.These procedures also permit the selective silylation at either the 2'- or 3'-position of dimethoxytritylated ribonuc
HIGH YIELD SELECTIVE 3'-SILYLATION OF RIBONUCLEOSIDES
Hakimelahi, Gholam H.,Proba, Zbigniew A.,Ogilvie, Kelvin K.
, p. 5243 - 5246 (2007/10/02)
Prucedures have been developed which permit the highly selective silylation of the 3'-hydroxyl of ribonucleosides to produce 3',5'-diprotected derivatives in high yields.
NITRATE ION AS CATALYST FOR SELECTIVE SILYLATIONS OF NUCLEOSIDES
Hakimelahi, Gholam H.,Proba, Zbigniew A.,Ogilvie, Kelvin K.
, p. 4775 - 4778 (2007/10/02)
Nitrate ion has been found to have a remarkable effect on the selectivity of silylation of ribonucleosides using the t-butyldimethylsilyl group.
