Facile functionalization of peptide nucleic acids (PNAs) for antisense and single nucleotide polymorphism detection

被引:6
|
作者
Gahtory, Digvijay [1 ]
Murtola, Merita [2 ]
Smulders, Maarten M. J. [1 ]
Wennekes, Tom [1 ,3 ,4 ]
Zuilhof, Han [1 ,5 ,6 ]
Stromberg, Roger [2 ]
Albada, Bauke [1 ]
机构
[1] Wageningen Univ & Res, Lab Organ Chem, Stippeneng 4, NL-6708 WE Wageningen, Netherlands
[2] Dept Biosci & Nutr, Halsovagen 7, S-14183 Huddinge, Sweden
[3] Univ Utrecht, Utrecht Inst Pharmaceut Sci, Dept Chem Biol & Drug Discovery, Utrecht, Netherlands
[4] Univ Utrecht, Bijvoet Ctr Biomol Res, Utrecht, Netherlands
[5] King Abdulaziz Univ, Dept Chem & Mat Engn, Jeddah, Saudi Arabia
[6] Tianjin Univ, Sch Pharmaceut Sci & Technol, 92 Weijin Rd, Tianjin 300072, Peoples R China
关键词
THIAZOLE ORANGE; FLUORESCENT BASE; FIT PROBES; HYBRIDIZATION; DNA; BACKBONE; DELIVERY; PNAZYMES;
D O I
10.1039/c7ob01592e
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In this report, we show how a convenient on-resin copper-click functionalization of azido-functionalized peptide nucleic acids (PNAs) allows various PNA-based detection strategies. Firstly, a thiazole orange (TO) clicked PNA probe facilitates a binary readout when combined with F/Q labeled DNA, giving increased sensitivity for antisense detection. Secondly, our TO-PNA conjugate also allows single nucleotide polymorphism detection. Since antisense detection is also possible in the absence of the TO label, our sensing platform based on azido-D-ornithine containing PNA even allows for additional and more advanced functionalization and sensing strategies.
引用
收藏
页码:6710 / 6714
页数:5
相关论文
共 50 条
  • [31] The peptide nucleic acids (PNAs), powerful tools for molecular genetics and cytogenetics
    Franck Pellestor
    Petra Paulasova
    European Journal of Human Genetics, 2004, 12 : 694 - 700
  • [32] Emerging technologies in the design of peptide nucleic acids (PNAs) based biosensors
    Moccia, Maria
    Antonacci, Amina
    Saviano, Michele
    Caratelli, Veronica
    Arduini, Fabiana
    Scognamiglio, Viviana
    TRAC-TRENDS IN ANALYTICAL CHEMISTRY, 2020, 132
  • [33] Chiral peptide nucleic acids (PNAs): Helix handedness and DNA recognition
    Sforza, S
    Haaima, G
    Marchelli, R
    Nielsen, PE
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 1999, 1999 (01) : 197 - 204
  • [34] Peptide nucleic acids (PNAs) as diagnostic devices for genetic and cytogenetic analysis
    Pellestor, Franck
    Paulasova, Petra
    Hamamah, Samir
    CURRENT PHARMACEUTICAL DESIGN, 2008, 14 (24) : 2439 - 2444
  • [35] Origin of conformational organization of g-peptide nucleic acids (PNAs)
    Crawford, Matthew J.
    Gil, Roberto
    Ly, Danith H.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2010, 240
  • [36] A review: Fabrications, detections and applications of peptide nucleic acids (PNAs) microarray
    Shi, Huanhuan
    Yang, Feipeng
    Li, Wenjia
    Zhao, Weiwei
    Nie, Kaixuan
    Dong, Bo
    Liu, Zhengchun
    BIOSENSORS & BIOELECTRONICS, 2015, 66 : 481 - 489
  • [37] Light-directed synthesis of peptide nucleic acids (PNAs) chips
    Liu, Zheng-Chun
    Shin, Dong-Sik
    Shokouhimehr, Mohammadreza
    Lee, Kook-Nyung
    Yoo, Byung-Wook
    Kim, Yong-Kweon
    Lee, Yoon-Sik
    BIOSENSORS & BIOELECTRONICS, 2007, 22 (12): : 2891 - 2897
  • [38] Therapeutic and diagnostic applications of antisense peptide nucleic acids
    MacLelland, Victoria
    Kravitz, Madeline
    Gupta, Anisha
    MOLECULAR THERAPY NUCLEIC ACIDS, 2024, 35 (01):
  • [39] ANTISENSE AND ANTIGENE PROPERTIES OF PEPTIDE NUCLEIC-ACIDS
    HANVEY, JC
    PEFFER, NJ
    BISI, JE
    THOMSON, SA
    CADILLA, R
    JOSEY, JA
    HASSMAN, CF
    BONHAM, MA
    AU, KG
    CARTER, SG
    BRUCKENSTEIN, DA
    BOYD, AL
    NOBLE, SA
    BABISS, LE
    JOURNAL OF CELLULAR BIOCHEMISTRY, 1993, : 212 - 212
  • [40] Antisense peptide nucleic acids in antibacterial drug discovery
    Burnham, M
    Ji, YD
    MOLECULAR THERAPY, 2004, 10 (04) : 614 - 615