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学科主题: 药学
题名:
Photocaging Strategy for Functionalisation of Oligonucleotides and Its Applications for Oligonucleotide Labelling and Cyclisation
作者: Su, Meng; Wang, Jie; Tang, XinJing
关键词: caged compounds ; oligonucleotide modifiers ; oligonucleotides ; photoactivation ; photolabile phosphoramidites
刊名: CHEMISTRY-A EUROPEAN JOURNAL
发表日期: 2012-07-01
DOI: 10.1002/chem.201103833
卷: 18, 期:31, 页:9628-9637
收录类别: SCI ; IC
文章类型: Article
WOS标题词: Science & Technology
类目[WOS]: Chemistry, Multidisciplinary
研究领域[WOS]: Chemistry
关键词[WOS]: PHASE SYNTHESIS SUPPORTS ; PROTECTED OLIGONUCLEOTIDES ; CARBOXYLIC-ACIDS ; SOLID SUPPORT ; DNA ; OLIGODEOXYNUCLEOTIDES ; AMINES ; PROBES ; HYBRIDIZATION ; CONVERGENT
英文摘要:

We have used a photocaging strategy to develop novel phosphoramidites and expand the repertoire of protecting groups for modification of oligonucleotides by solid-phase synthesis. We synthesised five photolabile phosphoramidites and four new photolabile controlled pore glasses (CPGs). By using these photolabile phosphoramidites and CPGs, modified oligodeoxynucleotides (ODNs) with phosphate, amine, acid, thiol and carbonyl moieties at 5′ and/or 3′ ends were readily synthesised. To the best of our knowledge, this is the first report of introducing a carbonyl at the 5′ end and thiol groups at both ends of ODNs with photolabile modifiers. Terminal labelling was also easily realised in solution or by on-column solid-phase synthesis. By using the photolabile amine modifier and the photolabile acid CPG, cyclisation of an oligodeoxynucleotide was achieved with good yields. This study provides an alternative way to introduce functional groups into oligonucleotides and expand the scope of oligonucleotide bio-orthogonal labelling.

语种: 英语
所属项目编号: 21072015 ; 2012CB720600 ; NCET-10-0203
项目资助者: National Natural Science Foundation of China ; National Basic Research Program of China (973 Program) ; Program for New Century Excellent Talents in University
WOS记录号: WOS:000306670200025
Citation statistics:
内容类型: 期刊论文
URI标识: http://ir.bjmu.edu.cn/handle/400002259/61475
Appears in Collections:北京大学药学院_期刊论文

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作者单位: Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China

Recommended Citation:
Su, Meng,Wang, Jie,Tang, XinJing. Photocaging Strategy for Functionalisation of Oligonucleotides and Its Applications for Oligonucleotide Labelling and Cyclisation[J]. CHEMISTRY-A EUROPEAN JOURNAL,2012,18(31):9628-9637.
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