Nucleoside und nucleotide. Teil 4. Festphasensynthese von Oligonucleotiden an einem unlöslichen, makroporösen Träger*
Teil 3: s. [1].
Abstract
Insoluble, macroreticular, highly cross‐linked polystyrene with projecting mono‐methoxytrityl chloride groups 4 was prepared and condensed with thymidine (TD) as well as with 1‐(2′‐deoxy‐ß‐D‐ribofuranosyl)‐2(1H)‐pyridone (IId) to give the polymers 5 and 6 respectively, containing approximately 465 μmoles resp. 650 μmoles of bound nucleoside per gram of polymer. A standard procedure for removal of the products from the support is described. Condensation of the polymer‐bound nucleosides 5 and 6, respectively, with 3′‐O‐acetyl‐thymidine‐5′‐phosphate (7) in the presence of mesitylenesulfonyl chloride (MS) and subsequent removal from the polymer yielded the dinucleoside phosphates Td‐Td (9) and IId‐Td (11) respectively.
Condensation of the polymer 8 with 3′‐O‐acetyl‐thymidine‐5′‐phosphate (7) in the presence of MS and cleavage of the polymer linkage gave the trithymidine diphosphate (Td‐Td‐Td) (13). Phosphorylation of the polymer‐bound nucleosides 5 and 6 with ß‐cyanoethyl phosphate in presence of MS took place in 3′‐position. Similarly the polymer‐bound dinucleoside phosphates 8 and 10 gave 16 and 17 respectively.
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