In 2019,Beilstein Journal of Organic Chemistry included an article by Frei, Sibylle; Katolik, Adam K.; Leumann, Christian J.. Formula: C4H4INO2. The article was titled 《Synthesis, biophysical properties, and RNase H activity of 6′-difluoro[4.3.0]bicyclo-DNA》. The information in the text is summarized as follows:
Here we present the synthesis, the biophys. properties, and the RNase H profile of 6′-difluorinated [4.3.0]bicyclo-DNA (6′-diF-bc4,3-DNA). The difluorinated thymidine phosphoramidite building block was synthesized starting from an already known gem-difluorinated tricyclic glycal. This tricyclic siloxydifluorocyclopropane was converted into the [4.3.0]bicyclic nucleoside via cyclopropane ring-opening through the addition of an electrophilic iodine during the nucleosidation step followed by reduction The gem-difluorinated bicyclic nucleoside was then converted into the corresponding phosphoramidite building block which was incorporated into oligonucleotides. Thermal denaturation experiments of these oligonucleotides hybridized to complementary DNA or RNA disclosed a significant destabilization of both duplex types (Tm/mod = -1.6 to -5.5°C). However, in the DNA/RNA hybrid the amount of destabilization could be reduced by multiple insertions of the modified unit. In addition, CD spectroscopy of the oligonucleotides hybridized to RNA showed a similar structure than the natural DNA/RNA duplex. Furthermore, since the structural investigation on the nucleoside level by X-ray crystallog. and ab initio calculations pointed to a furanose conformation in the southern region, a RNase H cleavage assay was conducted. This experiment revealed that the oligonucleotide containing five modified units was able to elicit the RNase H-mediated cleavage of the complementary RNA strand. The experimental part of the paper was very detailed, including the reaction process of 1-Iodopyrrolidine-2,5-dione(cas: 516-12-1Formula: C4H4INO2)
1-Iodopyrrolidine-2,5-dione(cas: 516-12-1) is used in the preparation of vinyl sulfones from olefins and benzenesulfinic acid. It acts as a source for I+ and involved in Hunsdiecker reactions for the conversion of cinnamic acids, and propiolic acids to the corresponding alfa-halostyrenes and 1-halo-1-alkynes respectively. Formula: C4H4INO2
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com