Mechanically rigid supramolecular assemblies formed from an Fmoc-guanine conjugated peptide nucleic acid

Vasantha Basavalingappa; Santu Bera; Bin Xue; Ido Azuri; Yiming Tang; Kai Tao; Linda J.W. Shimon; Michael R. Sawaya; Sofiya Kolusheva; David S. Eisenberg; Leeor Kronik; Yi Cao; Guanghong Wei; Ehud Gazit

doi:10.1038/s41467-019-13250-x

Mechanically rigid supramolecular assemblies formed from an Fmoc-guanine conjugated peptide nucleic acid

Vasantha Basavalingappa, Santu Bera, Bin Xue, Ido Azuri, Yiming Tang, Kai Tao, Linda J.W. Shimon, Michael R. Sawaya, Sofiya Kolusheva, David S. Eisenberg, Leeor Kronik, Yi Cao, Guanghong Wei, Ehud Gazit

Tel Aviv University, Ben-Gurion University of the Negev, Weizmann Institute of Science

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

Abstract

The variety and complexity of DNA-based structures make them attractive candidates for nanotechnology, yet insufficient stability and mechanical rigidity, compared to polyamide-based molecules, limit their application. Here, we combine the advantages of polyamide materials and the structural patterns inspired by nucleic-acids to generate a mechanically rigid fluorenylmethyloxycarbonyl (Fmoc)-guanine peptide nucleic acid (PNA) conjugate with diverse morphology and photoluminescent properties. The assembly possesses a unique atomic structure, with each guanine head of one molecule hydrogen bonded to the Fmoc carbonyl tail of another molecule, generating a non-planar cyclic quartet arrangement. This structure exhibits an average stiffness of 69.6 ± 6.8 N m⁻¹ and Young’s modulus of 17.8 ± 2.5 GPa, higher than any previously reported nucleic acid derived structure. This data suggests that the unique cation-free “basket” formed by the Fmoc-G-PNA conjugate can serve as an attractive component for the design of new materials based on PNA self-assembly for nanotechnology applications.

Original language	English
Article number	5256
Number of pages	11
Journal	Nature Communications
Volume	10
Issue number	1
DOIs	https://doi.org/10.1038/s41467-019-13250-x
State	Published - 1 Dec 2019

All Science Journal Classification (ASJC) codes

General Chemistry
General Biochemistry,Genetics and Molecular Biology
General
General Physics and Astronomy

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Basavalingappa, V., Bera, S., Xue, B., Azuri, I., Tang, Y., Tao, K., Shimon, L. J. W., Sawaya, M. R., Kolusheva, S., Eisenberg, D. S., Kronik, L., Cao, Y., Wei, G., & Gazit, E. (2019). Mechanically rigid supramolecular assemblies formed from an Fmoc-guanine conjugated peptide nucleic acid. Nature Communications, 10(1), Article 5256. https://doi.org/10.1038/s41467-019-13250-x

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abstract = "The variety and complexity of DNA-based structures make them attractive candidates for nanotechnology, yet insufficient stability and mechanical rigidity, compared to polyamide-based molecules, limit their application. Here, we combine the advantages of polyamide materials and the structural patterns inspired by nucleic-acids to generate a mechanically rigid fluorenylmethyloxycarbonyl (Fmoc)-guanine peptide nucleic acid (PNA) conjugate with diverse morphology and photoluminescent properties. The assembly possesses a unique atomic structure, with each guanine head of one molecule hydrogen bonded to the Fmoc carbonyl tail of another molecule, generating a non-planar cyclic quartet arrangement. This structure exhibits an average stiffness of 69.6 ± 6.8 N m−1 and Young{\textquoteright}s modulus of 17.8 ± 2.5 GPa, higher than any previously reported nucleic acid derived structure. This data suggests that the unique cation-free “basket” formed by the Fmoc-G-PNA conjugate can serve as an attractive component for the design of new materials based on PNA self-assembly for nanotechnology applications.",

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AU - Basavalingappa, Vasantha

AU - Bera, Santu

AU - Xue, Bin

AU - Azuri, Ido

AU - Tang, Yiming

AU - Tao, Kai

AU - Shimon, Linda J.W.

AU - Sawaya, Michael R.

AU - Kolusheva, Sofiya

AU - Eisenberg, David S.

AU - Kronik, Leeor

AU - Cao, Yi

AU - Wei, Guanghong

AU - Gazit, Ehud

PY - 2019/12/1

Y1 - 2019/12/1

N2 - The variety and complexity of DNA-based structures make them attractive candidates for nanotechnology, yet insufficient stability and mechanical rigidity, compared to polyamide-based molecules, limit their application. Here, we combine the advantages of polyamide materials and the structural patterns inspired by nucleic-acids to generate a mechanically rigid fluorenylmethyloxycarbonyl (Fmoc)-guanine peptide nucleic acid (PNA) conjugate with diverse morphology and photoluminescent properties. The assembly possesses a unique atomic structure, with each guanine head of one molecule hydrogen bonded to the Fmoc carbonyl tail of another molecule, generating a non-planar cyclic quartet arrangement. This structure exhibits an average stiffness of 69.6 ± 6.8 N m−1 and Young’s modulus of 17.8 ± 2.5 GPa, higher than any previously reported nucleic acid derived structure. This data suggests that the unique cation-free “basket” formed by the Fmoc-G-PNA conjugate can serve as an attractive component for the design of new materials based on PNA self-assembly for nanotechnology applications.

AB - The variety and complexity of DNA-based structures make them attractive candidates for nanotechnology, yet insufficient stability and mechanical rigidity, compared to polyamide-based molecules, limit their application. Here, we combine the advantages of polyamide materials and the structural patterns inspired by nucleic-acids to generate a mechanically rigid fluorenylmethyloxycarbonyl (Fmoc)-guanine peptide nucleic acid (PNA) conjugate with diverse morphology and photoluminescent properties. The assembly possesses a unique atomic structure, with each guanine head of one molecule hydrogen bonded to the Fmoc carbonyl tail of another molecule, generating a non-planar cyclic quartet arrangement. This structure exhibits an average stiffness of 69.6 ± 6.8 N m−1 and Young’s modulus of 17.8 ± 2.5 GPa, higher than any previously reported nucleic acid derived structure. This data suggests that the unique cation-free “basket” formed by the Fmoc-G-PNA conjugate can serve as an attractive component for the design of new materials based on PNA self-assembly for nanotechnology applications.

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Mechanically rigid supramolecular assemblies formed from an Fmoc-guanine conjugated peptide nucleic acid

Abstract

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