196200-60-9Relevant academic research and scientific papers
Simple and efficient solution-phase synthesis of oligonucleotides using extractive work-up
De Koning, Martijn C.,Ghisaidoobe, Amar B. T.,Duynstee, Howard I.,Ten Kortenaar, Paul B. W.,Filippov, Dmitri V.,Van Der Marel, Gijs A.
, p. 1238 - 1245 (2012/12/23)
A solution-phase synthesis protocol amenable to scale-up was developed for the preparation of oligonucleotides employing phosphoramidite chemistry and DMTr/iBu/Bz-protected monomers. Isolation of intermediates was accomplished by means of extractions as the only purification tool. The potential of the method is demonstrated with the synthesis of a hexameric DNA fragment in high yield and purity.
Design and synthesis of a possible mimic of a thrombin-binding DNA aptamer
Buijsman, Rogier C.,Schipperijn, Jeroen W.J.,Kuyl-Yeheskiely, Esther,Van Der Marel, Gijs A.,Van Boeckel, Constant A.A.,Van Boom, Jacques H.
, p. 2027 - 2032 (2007/10/03)
A synthesis is presented of the cyclic trimeric d-oligonucleotide 3'-isopropylphosphate I, comprising one formacetal and two (3' → 5')-internucleosidic phosphodiester bonds. The ester linkages connect d-guanosine with the 3' and 5' ends of thymidine and 5-hydroxymethyl-2'-deoxyuridine-3'-isopropylphosphate (HMDUpiPr), respectively. The 5'-end of the thymidine unit is anchored via the formacetal bond to the allylic hydroxyl group of HMDUpiPr. The cyclic arrangement of the three d-nucleosides in I mimics, as based on molecular modeling, the key structural features of the conformationally constrained T7pG8pT9p-domain of the thrombin-binding DNA aptamer d(G1G2T3T4G5G6T7G8T9G10G11T12T13G14G15). Biological evaluation showed that compound I did not exhibit anti-thrombin activity.
