Peptide nucleic acids tagged with four lysine residues for amperometric genosensors

Zanardi, Chiara; Terzi, Fabio; Seeber, Renato; Baldoli, Clara; Licandro, Emanuela; Maiorana, Stefano

doi:10.4161/adna.20777

Cited by 9 publications

(5 citation statements)

References 44 publications

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“…One of them includes chemical modifications of the PNA backbone to increase PNA hydrophilicity (see the section on PNA modifications, e.g., the compound number 6 or 7, Figure 3). Another strategy is based on the conjugation of a PNA oligomer to positively charged amino acids at the PNA terminus [103,104]. An alternative is combining PNA with molecules capable of penetrating bacterial cells, which act as PNA transporters (Figure 5).…”

Section: Delivery Of Pna To Bacteriamentioning

confidence: 99%

Antibacterial Peptide Nucleic Acids—Facts and Perspectives

et al. 2020

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Antibiotic resistance is an escalating, worldwide problem. Due to excessive use of antibiotics, multidrug-resistant bacteria have become a serious threat and a major global healthcare problem of the 21st century. This fact creates an urgent need for new and effective antimicrobials. The common strategies for antibiotic discovery are based on either modifying existing antibiotics or screening compound libraries, but these strategies have not been successful in recent decades. An alternative approach could be to use gene-specific oligonucleotides, such as peptide nucleic acid (PNA) oligomers, that can specifically target any single pathogen. This approach broadens the range of potential targets to any gene with a known sequence in any bacterium, and could significantly reduce the time required to discover new antimicrobials or their redesign, if resistance arises. We review the potential of PNA as an antibacterial molecule. First, we describe the physicochemical properties of PNA and modifications of the PNA backbone and nucleobases. Second, we review the carriers used to transport PNA to bacterial cells. Furthermore, we discuss the PNA targets in antibacterial studies focusing on antisense PNA targeting bacterial mRNA and rRNA.

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Section: Delivery Of Pna To Bacteriamentioning

confidence: 99%

Antibacterial Peptide Nucleic Acids—Facts and Perspectives

et al. 2020

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“…PNAs tagged with four lysine residues can be developed as amperometric genosensors. The use of a nanostructured surface as the substrate for the sensor assembly results in the selective recognition of the target oligonucleotide sequence with high sensitivity . Similarly, anion‐exchanged nanosolid support with poly((2‐diethylamino)ethyl methacrylate)‐grafted cationic magnetite nanoparticle was used for the detection of DNA sequences by employing PNA probe .…”

Section: Applicationsmentioning

confidence: 99%

“…The use of a nanostructured surface as the substrate for the sensor assembly results in the selective recognition of the target oligonucleotide sequence with high sensitivity. [113] Similarly, anion-exchanged nanosolid support with poly((2-diethylamino)ethyl methacrylate)-grafted cationic magnetite nanoparticle was used for the detection of DNA sequences by employing PNA probe. [114] Peptide nucleic acids also find application as reversible switches in a DNA rotaxane architecture.…”

Section: Nanotechnologymentioning

confidence: 99%

Versatility of peptide nucleic acids (PNAs): role in chemical biology, drug discovery, and origins of life

Sharma

Awasthi

2016

Chem Biol Drug Des

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This review briefly discussed nomenclature, synthesis, chemistry, and biophysical properties of a plethora of PNA derivatives reported since the discovery of aegPNA. Different synthetic methods and structural analogs of PNA synthesized till date were also discussed. An insight was gained into various chemical, physical, and biological properties of PNA which make it preferable over all other classes of modified nucleic acid analogs. Thereafter, various approaches with special attention to the practical constraints, characteristics, and inherent drawbacks leading to the delay in the development of PNA as gene therapeutic drug were outlined. An explicit account of the successful application of PNA in different areas of research such as antisense and antigene strategies, diagnostics, molecular probes, and so forth was described along with the current status of PNA as gene therapeutic drug. Further, the plausibility of the existence of PNA and its role in primordial chemistry, that is, origin of life was explored in an endeavor to comprehend the mystery and open up its deepest secrets ever engaging and challenging the human intellect. We finally concluded it with a discussion on the future prospects of PNA technology in the field of therapeutics, diagnostics, and origin of life.

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“…Alternatively, PNA strands have been immobilized by affinity via the biotin / avidin system [36,[38][39][40][41] or by conjugation to carboxyl-terminated SAMs [42,43]. We have also shown that appending four lysine residues to the C-terminus of the homothymine decamer enabled the formation of a dense and stable layer of PNA molecules at the surface of a gold electrode nanostructured with gold nanoparticles by formation of Au-N bonds [44,45] For this work, we devised a more general immobilization strategy making use of the single primary amine function located at the pseudo 5' terminus (NH 2 -terminus) of the PNA molecule and of an appropriate bifunctional linker able to connect the PNA t 10 to the Au surface [37] (Scheme 1).…”

Section: Insert Figmentioning

confidence: 99%

Fischer carbene mediated covalent grafting of a peptide nucleic acid on gold surfaces and IR optical detection of DNA hybridization with a transition metalcarbonyl label

Srivastava

Ghasemi

Ray

et al. 2016

Applied Surface Science

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Amine-reactive surfaces comprising N-hydroxysuccinimide ester groups as well as much more unusual Fischer alkoxymetallocarbene groups were generated on gold-coated surfaces via self-assembled monolayers of carboxy-and azido-terminated thiolates, respectively. These functions were further used to immobilize homothymine peptide nucleic acid (PNA) decamer in a covalent fashion involving the primary amine located at its N-terminus. These stepwise processes were monitored by polarization modulation reflection-absorption infrared spectroscopy (PM-RAIRS) that gave useful information on the molecular composition of the organic layers. PNA grafting and hybridization with complementary DNA strand were successfully transduced by quartz crystal microbalance (QCM) measurements. Unfortunately, attempts to transduce the hybridization optically by IR in a label-free fashion were inconclusive. Therefore we undertook to introduce an IR reporter group, namely a transition metalcarbonyl (TMC) entity at the 5' terminus of complementary DNA. Evidence for the formation of PNA-DNA heteroduplex was brought by the presence of ν(C≡O) bands in the 2000 cm-1 region of the IR spectrum of the gold surface owing to the metalcarbonyl label. Highlights Covalent anchoring of PNA to gold-coated surfaces covered with amine-reactive groups Analysis of thin films by complementary surface analytical techniques Mid-IR optical transduction of hybridization using a transition metalcarbonyl probe

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Peptide nucleic acids tagged with four lysine residues for amperometric genosensors

Cited by 9 publications

References 44 publications

Antibacterial Peptide Nucleic Acids—Facts and Perspectives

Antibacterial Peptide Nucleic Acids—Facts and Perspectives

Versatility of peptide nucleic acids (PNAs): role in chemical biology, drug discovery, and origins of life

Fischer carbene mediated covalent grafting of a peptide nucleic acid on gold surfaces and IR optical detection of DNA hybridization with a transition metalcarbonyl label

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