Supramolecular DNA-Based Catalysis in Organic Solvents

Chakraborty, Gurudas; Balinin, Konstantin; Villar‐Guerra, Rafael del; Emondts, Meike; Portale, Giuseppe; Loznik, Mark; Klement, Wiebe Jacob Niels; Zheng, Lifei; Weil, Tanja; Chaires, Jonathan B.; Herrmann, Andreas

doi:10.2139/ssrn.3771663

Cited by 2 publications

(2 citation statements)

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“…A straightforward solution to this problem is the separation of DNA from the reaction medium by precipitation. In our system, the PEGgroups complexed with DNA can be replaced with salt by addition of NaCl [29] making DNA molecules insoluble in the organic solvent. Knecht et al showed a similar principle for fumarate, which can be precipitated from the reaction solution by addition of HCl and subsequently re-dissolved in biocompatible aqueous solution.…”

Section: Discussionmentioning

confidence: 99%

“…[27] The use of amino-terminated monotelechelic polyethylene glycol (PEG) for DNA complexation called PEGylation even enables processes such as DNA hybridization [28] or DNA-based catalysis in organic solvents. [29] For our system, we used PEG(350) as rather short ligand to keep the PHIP label accessible for the catalyst (Figure 3). Here, 350 refers to the molecular weight of the PEG chain.…”

Section: Aptamer As1411mentioning

confidence: 99%

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Parahydrogen‐Induced Polarization of a Labeled, Cancer‐Targeting DNA Aptamer

et al. 2023

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Enhancing NMR signals of biomacromolecules by hyperpolarization offers exciting opportunities for diagnostic applications. However, their hyperpolarization via parahydrogen remains challenging as specific catalytic interactions are required, which are difficult to tune due to the large size of the biomolecule and its insolubility in organic solvents. Herein, we show the unprecedented hyperpolarization of the cancer-targeting DNA aptamer AS1411. By screening different molecular motifs for an unsaturated label in nucleosides and in DNA oligomers, we were able to identify structural prerequisites for the hyperpolarization of AS1411. Finally, adjusting the polarity of AS1411 by complexing the DNA backbone with amino polyethylene glycol chains allowed the hydrogenation of the label with parahydrogen while the DNA structure remains stable to maintain its biological function. Our results are expected to advance hyperpolarized molecular imaging technology for disease detection in the future.

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Section: Discussionmentioning

confidence: 99%

Section: Aptamer As1411mentioning

confidence: 99%

Parahydrogen‐Induced Polarization of a Labeled, Cancer‐Targeting DNA Aptamer

et al. 2023

Self Cite

View full text Add to dashboard Cite

show abstract

Parahydrogen‐Induced Polarization of a Labeled, Cancer‐Targeting DNA Aptamer

et al. 2023

Self Cite

View full text Add to dashboard Cite

Enhancing NMR signals of biomacromolecules by hyperpolarization offers exciting opportunities for diagnostic applications. However, their hyperpolarization via parahydrogen remains challenging as specific catalytic interactions are required, which are difficult to tune due to the large size of the biomolecule and its insolubility in organic solvents. Herein, we show the unprecedented hyperpolarization of the cancer‐targeting DNA aptamer AS1411. By screening different molecular motifs for an unsaturated label in nucleosides and in DNA oligomers, we were able to identify structural prerequisites for the hyperpolarization of AS1411. Finally, adjusting the polarity of AS1411 by complexing the DNA backbone with amino polyethylene glycol chains allowed the hydrogenation of the label with parahydrogen while the DNA structure remains stable to maintain its biological function. Our results are expected to advance hyperpolarized molecular imaging technology for disease detection in the future.

show abstract

Supramolecular DNA-Based Catalysis in Organic Solvents

Cited by 2 publications

References 68 publications

Parahydrogen‐Induced Polarization of a Labeled, Cancer‐Targeting DNA Aptamer

Parahydrogen‐Induced Polarization of a Labeled, Cancer‐Targeting DNA Aptamer

Parahydrogen‐Induced Polarization of a Labeled, Cancer‐Targeting DNA Aptamer

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