173034-47-4Relevant academic research and scientific papers
Synthesis of oligonucleotides labelled with a novel type of chemically stable acridine dye
Schuetz, Karin,Kurz, Markus,Goebel, Michael W.
, p. 8407 - 8410 (1995)
Alkoxy derivatives of 6-chloro-2-methoxy-9-methylacridine 1 have been attached to oligonucleotides 6-10. The coupling step may be performed either with phosphoramidite-, H-phosphonate or phosphodiester reagents prepared from 2. This dye, in contrast to 9-aminoacridines, is completely stable under the conditions of oligonucleotide deprotection (NH3 or CH3NH2). The dye conjugates tightly bind to complementary strands and are useful tools in the study of nonenzymatic oligomerizations of ribonucleotides according to L. Orgel.
Acridine-Labeled Primers as Tools for the Study of Nonenzymatic RNA Oligomerization
Kurz, Markus,Goebel, Karin,Hartel, Christian,Goebel, Michael W.
, p. 1156 - 1180 (1998)
Short, dye-labeled oligonucleotides have been used as primers in template-controlled polymerization reactions of RNA. The synthesis of appropriate acridine derivatives and their attachment to nucleic acids is described. In the nonenzymatic oligomerization of 2-methyl-1H-imidazole-activated guanosine 5′-monophosphate, two observations deserve special notice: 1) reaction rates are almost unchanged by variations of the Na+ concentration; 2) the conformational type of the primer-template duplex (A vs. B) has considerable influence on the rates and yields of RNA oligomerization. When the incorporation of cytidine was studied in the presence of 1M Na+ or K+, the process was almost inhibited by quadruplex formation of the oligo-dG template. However, if these cations were omitted, an efficient primer extension could be observed using template concentrations as high as 100 μM. The chances for nonenzymatic self-replication of RNA thus might be distinctly better than previously assumed.
