138239-62-0Relevant articles and documents
Cytidine and ribothymidine nucleolipids synthesis, organogelation, and selective anion and metal ion responsiveness
Nuthanakanti, Ashok
, p. 13447 - 13456 (2019)
Extending the functional utility of nucleolipids to natural nucleosides such as cytidine and ribothymidine would facilitate the development of supramolecular gels and responsive smart materials. We have reported long-acyl chain conjugated novel cytidine and ribothymidine nucleolipids. It is known that small chemical variations result in significant differences in the self-assembling processes of nucleolipids. When the fatty acid acyl chain is attached onto the cytidine (diacylated) or ribothymidine (triacylated) it does not support organogelation. But diacylated ribothymidines produce stable organogels in various organic solvents, ranging from polar to non-polar solvents. Further, single-crystal and 1H NMR analysis indicated that multiple H-bonding, CH-π, hydrophobic effects and solvent-mediated interactions are the main driving forces for the organogelation. These supramolecular gels show a selective responsive behavior with respective fluoride and mercury ions by gel to sol phase transitions. Unusual mercury mediated base pairing through sugar residues (sugar-Hg2+-sugar) and also mercury specificity for nucleolipid 7d in the presence of mixture of toxic metal ions have been thoroughly investigated.
Tightly linked morpholino-nucleoside chimeras: new, compact cationic oligonucleotide analogues
Batta, Gyula,Bege, Miklós,Bereczki, Ilona,Borbás, Anikó,Debreczeni, Nóra,Herczeg, Mihály,Herczegh, Pál
supporting information, p. 8711 - 8721 (2021/10/22)
The polyanionic phosphodiester backbone of nucleic acids contributes to high nuclease sensitivity and low cellular uptake and is therefore a major obstacle to the biological application of native oligonucleotides. Backbone modifications, particularly charge alterations is a proven strategy to provide artificial oligonucleotides with improved properties. Here, we describe the synthesis of a new type of oligonucleotide analogues consisting of a morpholino and a ribo- or deoxyribonucleoside in which the 5′-amino group of the nucleoside unit provides the nitrogen of the morpholine ring. The synthetic protocol is compatible with trityl and dimethoxytrityl protecting groups and azido functionality, and was extended to the synthesis of higher oligomers. The chimeras are positively charged in aqueous medium, due to theN-alkylated tertiary amine structure of the morpholino unit.
Synthesis and properties of morpholino chimeric oligonucleotides
Zhang, Nan,Tan, Chunyan,Cai, Puqin,Jiang, Yuyang,Zhang, Peizhuo,Zhao, Yufen
, p. 3570 - 3573 (2008/09/21)
Chimeric oligonucleotides with the novel morpholino modification and the phosphoramidate linkers have been synthesized and characterized. These oligonucleotides showed moderate thermal stability with complementary RNA and DNA, and enhanced resistance towa