DNA or RNA Oligonucleotide 2′-Hydrazides for Chemoselective Click-Type Ligation with Carbonyl Compounds
DNA or RNA Oligonucleotide 2′-Hydrazides for Chemoselective Click-Type Ligation with Carbonyl Compounds
复制标题
用于与羰基化合物进行化学选择性点击式连接的 DNA 或 RNA 寡核苷酸 2′-酰肼
DOI：
--
复制
发表时间：
2011
期刊：
影响因子：
--
通讯作者：
T. Oretskaya
中科院分区：
文献类型：
--
作者：
E. A. Khomyakova;E. Zubin;I. Smirnov;G. Pozmogova;D. Stetsenko;T. Oretskaya
介绍了一种合成DNA或RNA寡核苷酸2‘-酰肼的有效方法。通过一种新的两步法得到了尿苷残基2‘-位含有酰肼的完全脱保护的寡核苷酸：寡核苷酸与1，2-二醇基的高碘酸盐裂解，然后用同双功能试剂琥珀酸二肼和NaBH3CN在延伸的连接臂上将醛转化为肼。在酸性条件下，在NaBH3CN还原或不还原的条件下，2‘-酰肼通过点击反应有效地偶联到脂肪族或芳香族醛上，得到了新的2’-偶联物。
An efficient method for the synthesis of DNA or RNA oligonucleotide 2′-hydrazides is described. Fully deprotected oligonucleotides containing a hydrazide group at the 2′-position of a uridine residue were obtained by a novel two-step procedure: periodate cleavage of an oligonucleotide with 1,2-diol group followed by conversion of the aldehyde to hydrazide with an extended linker arm using a homobifunctional reagent succinic dihydrazide and NaBH3CN. The resulting oligonucleotide 2′-hydrazides were efficiently conjugated by a click-type reaction at acidic pH to aliphatic or aromatic aldehydes with or without NaBH3CN reduction to afford novel 2′-conjugates.