HYDROXYL-FUNCTIONALIZED DNA: AN EFFICIENT ORTHOGONAL PROTECTING STRATEGY AND DUPLEX STABILITY

被引：7

作者：

Zhang, Di ^{[1
,2
]}

Xu, Liang ^{[1
]}

Wei, Xia ^{[1
]}

Li, Yaming ^{[1
]}

He, Junlin ^{[1
]}

Liu, Keliang ^{[1
]}

机构：

[1] Beijing Inst Pharmacol & Toxicol, Beijing 100850, Peoples R China

[2] Shenyang Pharmaceut Univ, Sch Pharmaceut Engn, Shenyang, Peoples R China

来源：

NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS | 2009年 / 28卷 / 10期

关键词：

Hydroxyl; TBDPS; nucleosides; DNA; functionalization; RNA; 5-HYDROXYMETHYLURACIL; HYDROLYSIS; SELECTION;

D O I：

10.1080/15257770903307276

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Tert-butyldiphenylsilyl (TBDPS) was found to be an effective orthogonal, protecting strategy for the 5-substituted hydroxyl groups of de novo synthesized deoxyuridine analogues 1-3 and 7-(3-hydroxypropynyl)- of 8-aza-7-deazadeoxyadenosine 4 for their incorporation into oligodeoxynucleotides by phosphoramidite chemistry. It could be completely cleaved under normal. and ultra-mild deprotection conditions applied to DNA synthesis, without extra cleaving operation. The new phosphoramidites were coupled as usual with high yields. The new modified oligodeoxynucleotides were characterized by MALDI-TOF and enzymatic cleavage analysis. The thermal stability and conformation of these hydroxyl-functionalized DNA duplexes were evaluated.

引用

页码：924 / 942

页数：19

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