• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

聚阴离子羧乙基肽核酸(ce-PNA):合成与DNA结合

Polyanionic Carboxyethyl Peptide Nucleic Acids (ce-PNAs): Synthesis and DNA Binding.

作者信息

Kirillova Yuliya, Boyarskaya Nataliya, Dezhenkov Andrey, Tankevich Mariya, Prokhorov Ivan, Varizhuk Anna, Eremin Sergei, Esipov Dmitry, Smirnov Igor, Pozmogova Galina

机构信息

Department of Biotechnology and Bionanotechnology, Moscow State University of Fine Chemical Technologies, Moscow, Russia; Department of Molecular Biology and Genetics, SRI of Physical-Chemical Medicine, Moscow, Russia.

Department of Biotechnology and Bionanotechnology, Moscow State University of Fine Chemical Technologies, Moscow, Russia.

出版信息

PLoS One. 2015 Oct 15;10(10):e0140468. doi: 10.1371/journal.pone.0140468. eCollection 2015.

DOI:10.1371/journal.pone.0140468
PMID:26469337
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC4607454/
Abstract

New polyanionic modifications of polyamide nucleic acid mimics were obtained. Thymine decamers were synthesized from respective chiral α- and γ-monomers, and their enantiomeric purity was assessed. Here, we present the decamer synthesis, purification and characterization by MALDI-TOF mass spectrometry and an investigation of the hybridization properties of the decamers. We show that the modified γ-S-carboxyethyl-T10 PNA forms a stable triplex with polyadenine DNA.

摘要

获得了聚酰胺核酸类似物的新型聚阴离子修饰。由各自的手性α-和γ-单体合成了胸腺嘧啶十聚体,并评估了它们的对映体纯度。在此,我们展示了十聚体的合成、纯化以及通过基质辅助激光解吸电离飞行时间质谱进行的表征,还研究了十聚体的杂交特性。我们表明,修饰后的γ-S-羧乙基-T10 PNA与聚腺嘌呤DNA形成了稳定的三链体。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/630f/4607454/3a52d49a4131/pone.0140468.g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/630f/4607454/477241178e82/pone.0140468.g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/630f/4607454/3e9870de4d51/pone.0140468.g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/630f/4607454/65e82ec16bea/pone.0140468.g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/630f/4607454/26c06e6a9e57/pone.0140468.g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/630f/4607454/3a52d49a4131/pone.0140468.g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/630f/4607454/477241178e82/pone.0140468.g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/630f/4607454/3e9870de4d51/pone.0140468.g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/630f/4607454/65e82ec16bea/pone.0140468.g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/630f/4607454/26c06e6a9e57/pone.0140468.g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/630f/4607454/3a52d49a4131/pone.0140468.g005.jpg

相似文献

1
Polyanionic Carboxyethyl Peptide Nucleic Acids (ce-PNAs): Synthesis and DNA Binding.聚阴离子羧乙基肽核酸(ce-PNA):合成与DNA结合
PLoS One. 2015 Oct 15;10(10):e0140468. doi: 10.1371/journal.pone.0140468. eCollection 2015.
2
Synthesis and evaluation of some properties of chimeric oligomers containing PNA and phosphono-PNA residues.含肽核酸(PNA)和膦酰基 - 肽核酸残基的嵌合寡聚物的合成及某些性质的评估
Nucleic Acids Res. 1998 Jan 15;26(2):566-75. doi: 10.1093/nar/26.2.566.
3
Homopolymeric pyrrolidine-amide oligonucleotide mimics: Fmoc-synthesis and DNA/RNA binding properties.同聚吡咯烷酰胺寡核苷酸模拟物:芴甲氧羰基合成及DNA/RNA结合特性
Org Biomol Chem. 2007 Jan 21;5(2):239-48. doi: 10.1039/b613384n. Epub 2006 Dec 1.
4
Extending recognition by peptide nucleic acids (PNAs): binding to duplex DNA and inhibition of transcription by tail-clamp PNA-peptide conjugates.肽核酸(PNA)扩展识别作用:与双链DNA结合以及尾夹PNA-肽缀合物对转录的抑制作用
Biochemistry. 2003 Dec 2;42(47):13996-4003. doi: 10.1021/bi035194k.
5
Sequence-selective recognition of DNA by strand displacement with a thymine-substituted polyamide.通过胸腺嘧啶取代的聚酰胺进行链置换对DNA的序列选择性识别
Science. 1991 Dec 6;254(5037):1497-500. doi: 10.1126/science.1962210.
6
Enantiomeric cross-inhibition in the synthesis of oligonucleotides on a nonchiral template.非手性模板上寡核苷酸合成中的对映体交叉抑制作用。
J Am Chem Soc. 1997 Feb 12;119(6):1494-5. doi: 10.1021/ja963563c.
7
Single-nucleotide-specific PNA-peptide ligation on synthetic and PCR DNA templates.合成DNA模板和PCR DNA模板上的单核苷酸特异性肽核酸-肽连接反应
J Am Chem Soc. 2004 Aug 18;126(32):9970-81. doi: 10.1021/ja048845o.
8
Conformational and chiral selection of oligonucleotides.寡核苷酸的构象和手性选择
Chem Biodivers. 2007 Apr;4(4):803-17. doi: 10.1002/cbdv.200790065.
9
Synthesis, incorporation into triplex-forming oligonucleotide, and binding properties of a novel 2'-deoxy-C-nucleoside featuring a 6-(thiazolyl-5)benzimidazole nucleobase.一种具有6-(噻唑基-5)苯并咪唑碱基的新型2'-脱氧-C-核苷的合成、掺入三链形成寡核苷酸及其结合特性
Org Lett. 2002 Nov 28;4(24):4209-12. doi: 10.1021/ol026609h.
10
Synthesis of DNA-peptide conjugates by solid-phase fragment condensation.通过固相片段缩合合成DNA-肽缀合物。
Org Lett. 2003 Jul 24;5(15):2623-6. doi: 10.1021/ol034721p.

引用本文的文献

1
Impact of charges on the hybridization kinetics and thermal stability of PNA duplexes.电荷对肽核酸双链体杂交动力学和热稳定性的影响。
Org Biomol Chem. 2024 Jul 17;22(28):5759-5767. doi: 10.1039/d4ob00887a.
2
DNA recognition and induced genome modification by a hydroxymethyl-γ tail-clamp peptide nucleic acid.一种羟甲基-γ尾夹肽核酸对DNA的识别及诱导的基因组修饰
Cell Rep Phys Sci. 2023 Oct 18;4(10). doi: 10.1016/j.xcrp.2023.101635.
3
Tailoring the Structure of Cell Penetrating DNA and RNA Binding Nucleopeptides.定制细胞穿透 DNA 和 RNA 结合核肽的结构。

本文引用的文献

1
PNA: Synthetic Polyamide Nucleic Acids with Unusual Binding Properties.肽核酸:具有异常结合特性的合成聚酰胺核酸
Angew Chem Int Ed Engl. 1998 Nov 2;37(20):2796-2823. doi: 10.1002/(SICI)1521-3773(19981102)37:20<2796::AID-ANIE2796>3.0.CO;2-K.
2
Influence of pendant chiral C(γ)-(alkylideneamino/guanidino) cationic side-chains of PNA backbone on hybridization with complementary DNA/RNA and cell permeability.肽核酸(PNA)主链上悬挂的手性C(γ)-(亚烷基氨基/胍基)阳离子侧链对与互补DNA/RNA杂交及细胞通透性的影响。
J Org Chem. 2014 Oct 17;79(20):9567-77. doi: 10.1021/jo501639m. Epub 2014 Sep 26.
3
Single-stranded γPNAs for in vivo site-specific genome editing via Watson-Crick recognition.
Int J Mol Sci. 2022 Jul 31;23(15):8504. doi: 10.3390/ijms23158504.
4
Perspectives on conformationally constrained peptide nucleic acid (PNA): insights into the structural design, properties and applications.构象受限肽核酸(PNA)的展望:对结构设计、性质及应用的见解
RSC Chem Biol. 2022 Mar 18;3(6):648-697. doi: 10.1039/d2cb00017b. eCollection 2022 Jun 8.
5
Chemical approaches to discover the full potential of peptide nucleic acids in biomedical applications.发现肽核酸在生物医学应用中全部潜力的化学方法。
Beilstein J Org Chem. 2021 Jul 19;17:1641-1688. doi: 10.3762/bjoc.17.116. eCollection 2021.
6
Antibacterial Peptide Nucleic Acids-Facts and Perspectives.抗菌肽核酸——事实与展望。
Molecules. 2020 Jan 28;25(3):559. doi: 10.3390/molecules25030559.
7
Advanced Evanescent-Wave Optical Biosensors for the Detection of Nucleic Acids: An Analytic Perspective.用于核酸检测的先进倏逝波光学生物传感器:分析视角
Front Chem. 2019 Oct 25;7:724. doi: 10.3389/fchem.2019.00724. eCollection 2019.
8
Peptide nucleic acids: Advanced tools for biomedical applications.肽核酸:生物医学应用的先进工具。
J Biotechnol. 2017 Oct 10;259:148-159. doi: 10.1016/j.jbiotec.2017.07.026. Epub 2017 Jul 29.
通过沃森-克里克识别进行体内位点特异性基因组编辑的单链γ肽核酸。
Curr Gene Ther. 2014;14(5):331-42. doi: 10.2174/1566523214666140825154158.
4
Ex vivo gene editing of the dystrophin gene in muscle stem cells mediated by peptide nucleic acid single stranded oligodeoxynucleotides induces stable expression of dystrophin in a mouse model for Duchenne muscular dystrophy.由肽核酸单链寡脱氧核苷酸介导的肌肉干细胞中抗肌萎缩蛋白基因的体外基因编辑在杜兴氏肌营养不良小鼠模型中诱导抗肌萎缩蛋白的稳定表达。
Stem Cells. 2014 Jul;32(7):1817-30. doi: 10.1002/stem.1668.
5
Differential DNA and RNA sequence discrimination by PNA having charged side chains.具有带电侧链的肽核酸对DNA和RNA序列的差异识别
Bioorg Med Chem Lett. 2014 May 15;24(10):2360-3. doi: 10.1016/j.bmcl.2014.03.059. Epub 2014 Mar 28.
6
Use of peptide nucleic acids to manipulate gene expression in the malaria parasite Plasmodium falciparum.使用肽核酸来操控疟原虫恶性疟原虫中的基因表达。
PLoS One. 2014 Jan 22;9(1):e86802. doi: 10.1371/journal.pone.0086802. eCollection 2014.
7
Enhanced splicing correction effect by an oligo-aspartic acid-PNA conjugate and cationic carrier complexes.寡天冬氨酸-PNA 缀合物和阳离子载体复合物增强剪接校正效果。
J Control Release. 2014 Feb 10;175:54-62. doi: 10.1016/j.jconrel.2013.12.015. Epub 2013 Dec 22.
8
Cellular delivery of peptide nucleic acids (PNAs).肽核酸(PNA)的细胞递送。
Methods Mol Biol. 2014;1050:193-205. doi: 10.1007/978-1-62703-553-8_16.
9
Evaluating the effect of ionic strength on duplex stability for PNA having negatively or positively charged side chains.评估带有负电荷或正电荷侧链的 PNA 双螺旋稳定性对离子强度的影响。
PLoS One. 2013;8(3):e58670. doi: 10.1371/journal.pone.0058670. Epub 2013 Mar 6.
10
Triplex-forming peptide nucleic acids induce heritable elevations in gamma-globin expression in hematopoietic progenitor cells.三聚体形成肽核酸诱导造血祖细胞中γ-珠蛋白表达的可遗传性升高。
Mol Ther. 2013 Mar;21(3):580-7. doi: 10.1038/mt.2012.262. Epub 2013 Jan 22.