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学科主题: 药学
题名:
Design, synthesis and properties of artificial nucleic acids from (R)-4-amino-butane-1,3-diol
作者: Li, Pengfei1,2; Sun, Jingjing1,2; Su, Meng1,2; Yang, Xiaogai3; Tang, Xinjing1,2
刊名: ORGANIC & BIOMOLECULAR CHEMISTRY
发表日期: 2014
DOI: 10.1039/c3ob42291g
卷: 12, 期:14, 页:2263-2272
收录类别: SCI ; IC
文章类型: Article
WOS标题词: Science & Technology
类目[WOS]: Chemistry, Organic
研究领域[WOS]: Chemistry
关键词[WOS]: CHEMICAL-MODIFICATION ; ACYCLIC NUCLEOTIDE ; DUPLEX STABILITY ; GENETIC POLYMERS ; DNA APTAMER ; THROMBIN ; ANALOGS ; OLIGONUCLEOTIDES ; ANTISENSE ; SIRNAS
英文摘要:

A new artificial nucleic acid analogue, (R)-Am-BuNA, was developed with a simplified acyclic (R)-4-amino-butane-1,3-diol phosphodiester backbone. Phosphoramidite monomers of (R)-Am-BuNA were incorporated into DNA oligonucleotides (ODNs) and G-quadruplexes. Their thermal stability, conformation change and biological stability were further investigated using UV-melting, circular dichroism (CD) and gel electrophoresis. The results suggested that thermal stability of the duplexes of (R)-Am-BuNA modified ODNs and their complementary ODN is highly dependent on the substitution position. Substitution of thymidine at the 7th position in a thrombin-binding DNA aptamer (TBA) results in a slight increase in T-m with no effect on quadruplex conformation on the CD spectrum in comparison to that of the natural G-quadruplex. Further enzymatic experiments with fetal bovine serum (FBS) and snake venom phosphodiesterase (SVPDE) indicated that only single replacement of a (R)-Am-BuNA modified nucleobase greatly inhibited oligonucleotide degradation, which shows their promising applications as capping nucleotides in nucleic acid drugs.

语种: 英语
所属项目编号: 2012CB720600 ; 21072015 ; NCET-10-0203 ; SIMM1106KF-15
项目资助者: National Basic Research Program of China (973 Program) ; National Natural Science Foundation of China ; Program for New Century Excellent Talents in University ; State Key Laboratory of Drug Research
WOS记录号: WOS:000333037500013
Citation statistics:
内容类型: 期刊论文
URI标识: http://ir.bjmu.edu.cn/handle/400002259/66983
Appears in Collections:北京大学药学院_期刊论文

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作者单位: 1.Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China
2.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China
3.Peking Univ, Sch Pharmaceut Sci, Dept Chem Biol, Beijing 100191, Peoples R China

Recommended Citation:
Li, Pengfei,Sun, Jingjing,Su, Meng,et al. Design, synthesis and properties of artificial nucleic acids from (R)-4-amino-butane-1,3-diol[J]. ORGANIC & BIOMOLECULAR CHEMISTRY,2014,12(14):2263-2272.
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