Functionalized Nanostructures: Redox-Active Porphyrin Anchors for Supramolecular DNA Assemblies

Karl Börjesson; Joanna Wiberg; Afaf H. El-Sagheer; Thomas Ljungdahl; Jerker Mårtensson; Tom Brown; Bengt Nordén; Bo Albinsson

doi:10.1021/nn100667b

Functionalized Nanostructures: Redox-Active Porphyrin Anchors for Supramolecular DNA Assemblies

Karl Börjesson, Joanna Wiberg, Afaf H. El-Sagheer, Thomas Ljungdahl, Jerker Mårtensson, Tom Brown, Bengt Nordén, Bo Albinsson

Research output: Contribution to journal › Article › peer-review

39 Scopus citations

Abstract

We have synthesized and studied a supramolecular system comprising a 39-mer DNA with porphyrin-modified thymidine nucleosides anchored to the surface of large unilamellar vesicles (liposomes). Liposome porphyrin binding characteristics, such as orientation, strength, homogeneity, and binding site size, was determined, suggesting that the porphyrin is well suited as a photophysical and redox-active lipid anchor, in comparison to the inert cholesterol anchor commonly used today. Furthermore, the binding characteristics and hybridization capabilities were studied as a function of anchor size and number of anchoring points, properties that are of importance for our future plans to use the addressability of these redox-active nodes in larger DNA-based nanoconstructs. Electron transfer from photoexcited porphyrin to a lipophilic benzoquinone residing in the lipid membrane was characterized by steady-state and time-resolved fluorescence and verified by femtosecond transient absorption. © 2010 American Chemical Society.

Original language	English (US)
Pages (from-to)	5037-5046
Number of pages	10
Journal	ACS Nano
Volume	4
Issue number	9
DOIs	https://doi.org/10.1021/nn100667b
State	Published - Sep 2010
Externally published	Yes

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@article{99090f3340534705bfc7d7319015f584,

title = "Functionalized Nanostructures: Redox-Active Porphyrin Anchors for Supramolecular DNA Assemblies",

abstract = "We have synthesized and studied a supramolecular system comprising a 39-mer DNA with porphyrin-modified thymidine nucleosides anchored to the surface of large unilamellar vesicles (liposomes). Liposome porphyrin binding characteristics, such as orientation, strength, homogeneity, and binding site size, was determined, suggesting that the porphyrin is well suited as a photophysical and redox-active lipid anchor, in comparison to the inert cholesterol anchor commonly used today. Furthermore, the binding characteristics and hybridization capabilities were studied as a function of anchor size and number of anchoring points, properties that are of importance for our future plans to use the addressability of these redox-active nodes in larger DNA-based nanoconstructs. Electron transfer from photoexcited porphyrin to a lipophilic benzoquinone residing in the lipid membrane was characterized by steady-state and time-resolved fluorescence and verified by femtosecond transient absorption. {\textcopyright} 2010 American Chemical Society.",

author = "Karl B{\"o}rjesson and Joanna Wiberg and El-Sagheer, {Afaf H.} and Thomas Ljungdahl and Jerker M{\aa}rtensson and Tom Brown and Bengt Nord{\'e}n and Bo Albinsson",

note = "KAUST Repository Item: Exported on 2020-10-01 Acknowledgements: This research is founded by King Abdullah University of Science and Technology, The Swedish Research Council (VR), The Swedish Energy Agency, and Knut and Alice Wallenbergs Foundation. This publication acknowledges KAUST support, but has no KAUST affiliated authors.",

year = "2010",

month = sep,

doi = "10.1021/nn100667b",

language = "English (US)",

volume = "4",

pages = "5037--5046",

journal = "ACS Nano",

issn = "1936-0851",

publisher = "American Chemical Society",

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TY - JOUR

T1 - Functionalized Nanostructures: Redox-Active Porphyrin Anchors for Supramolecular DNA Assemblies

AU - Börjesson, Karl

AU - Wiberg, Joanna

AU - El-Sagheer, Afaf H.

AU - Ljungdahl, Thomas

AU - Mårtensson, Jerker

AU - Brown, Tom

AU - Nordén, Bengt

AU - Albinsson, Bo

N1 - KAUST Repository Item: Exported on 2020-10-01 Acknowledgements: This research is founded by King Abdullah University of Science and Technology, The Swedish Research Council (VR), The Swedish Energy Agency, and Knut and Alice Wallenbergs Foundation. This publication acknowledges KAUST support, but has no KAUST affiliated authors.

PY - 2010/9

Y1 - 2010/9

N2 - We have synthesized and studied a supramolecular system comprising a 39-mer DNA with porphyrin-modified thymidine nucleosides anchored to the surface of large unilamellar vesicles (liposomes). Liposome porphyrin binding characteristics, such as orientation, strength, homogeneity, and binding site size, was determined, suggesting that the porphyrin is well suited as a photophysical and redox-active lipid anchor, in comparison to the inert cholesterol anchor commonly used today. Furthermore, the binding characteristics and hybridization capabilities were studied as a function of anchor size and number of anchoring points, properties that are of importance for our future plans to use the addressability of these redox-active nodes in larger DNA-based nanoconstructs. Electron transfer from photoexcited porphyrin to a lipophilic benzoquinone residing in the lipid membrane was characterized by steady-state and time-resolved fluorescence and verified by femtosecond transient absorption. © 2010 American Chemical Society.

AB - We have synthesized and studied a supramolecular system comprising a 39-mer DNA with porphyrin-modified thymidine nucleosides anchored to the surface of large unilamellar vesicles (liposomes). Liposome porphyrin binding characteristics, such as orientation, strength, homogeneity, and binding site size, was determined, suggesting that the porphyrin is well suited as a photophysical and redox-active lipid anchor, in comparison to the inert cholesterol anchor commonly used today. Furthermore, the binding characteristics and hybridization capabilities were studied as a function of anchor size and number of anchoring points, properties that are of importance for our future plans to use the addressability of these redox-active nodes in larger DNA-based nanoconstructs. Electron transfer from photoexcited porphyrin to a lipophilic benzoquinone residing in the lipid membrane was characterized by steady-state and time-resolved fluorescence and verified by femtosecond transient absorption. © 2010 American Chemical Society.

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SN - 1936-0851

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SP - 5037

EP - 5046

JO - ACS Nano

JF - ACS Nano

IS - 9

ER -

Functionalized Nanostructures: Redox-Active Porphyrin Anchors for Supramolecular DNA Assemblies

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