Amides as excellent mimics of phosphate linkages in RNA.
作者信息
Selvam Chelliah, Thomas Siji, Abbott Jason, Kennedy Scott D, Rozners Eriks
机构信息
Department of Chemistry, Binghamton University, The State University of New York, Binghamton, NY 13902, USA.
出版信息
Angew Chem Int Ed Engl. 2011 Feb 25;50(9):2068-70. doi: 10.1002/anie.201007012. Epub 2011 Jan 21.
Abstract
摘要
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本文引用的文献
1
Determination of nucleic acid hydration using osmotic stress.利用渗透压测定核酸水合作用
Curr Protoc Nucleic Acid Chem. 2010 Dec;Chapter 7:Unit 7.14. doi: 10.1002/0471142700.nc0714s43.
2
RNA internal loops with tandem AG pairs: the structure of the 5'GAGU/3'UGAG loop can be dramatically different from others, including 5'AAGU/3'UGAA.具有串联 AG 对的 RNA 内部环：5'GAGU/3'UGAG 环的结构可能与其他环（包括 5'AAGU/3'UGAA）有很大的不同。
Biochemistry. 2010 Jul 13;49(27):5817-27. doi: 10.1021/bi100332r.
3
Interplay of structure, hydration and thermal stability in formacetal modified oligonucleotides: RNA may tolerate nonionic modifications better than DNA.在甲缩醛修饰的寡核苷酸中结构、水合作用和热稳定性的相互作用：RNA 可能比 DNA 更能耐受非离子修饰。
J Am Chem Soc. 2009 Oct 21;131(41):14932-7. doi: 10.1021/ja904926e.
4
Chemically modified siRNA: tools and applications.化学修饰的小干扰RNA：工具与应用
Drug Discov Today. 2008 Oct;13(19-20):842-55. doi: 10.1016/j.drudis.2008.05.007. Epub 2008 Jul 7.
5
Solid-phase synthesis of modified RNAs containing amide-linked oligoribonucleosides at their 3'-end and their application to siRNA.3'-末端含有酰胺连接的寡核糖核苷的修饰RNA的固相合成及其在小干扰RNA中的应用。
Nucleosides Nucleotides Nucleic Acids. 2007;26(10-12):1451-4. doi: 10.1080/15257770701542389.
6
Chemical modification: the key to clinical application of RNA interference?化学修饰：RNA干扰临床应用的关键？
J Clin Invest. 2007 Dec;117(12):3615-22. doi: 10.1172/JCI33483.
7
RNA-Binding affinities and crystal structure of oligonucleotides containing five-atom amide-based backbone structures.含五原子酰胺基主链结构的寡核苷酸的RNA结合亲和力及晶体结构
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8
Recognition of RNA by amide modified backbone nucleic acids: molecular dynamics simulations of DNA-RNA hybrids in aqueous solution.酰胺修饰主链核酸对RNA的识别：水溶液中DNA-RNA杂交体的分子动力学模拟
J Am Chem Soc. 2005 Apr 27;127(16):6027-38. doi: 10.1021/ja0486566.
9
Hydration of short DNA, RNA and 2'-OMe oligonucleotides determined by osmotic stressing.通过渗透压胁迫测定短DNA、RNA和2'-O-甲基寡核苷酸的水合作用。
Nucleic Acids Res. 2004 Jan 9;32(1):248-54. doi: 10.1093/nar/gkh175. Print 2004.
10
Synthesis and properties of RNA analogues having amides as interuridine linkages at selected positions.在选定位置具有酰胺作为尿苷间连接键的RNA类似物的合成与性质
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