Searching for the ideal triazole: Investigating the 1,5-triazole as a charge neutral DNA backbone mimic
Searching for the ideal triazole: Investigating the 1,5-triazole as a charge neutral DNA backbone mimic
A novel triazole linkage that mimics the phosphodiester backbone in DNA was designed, synthesised and evaluated. Unlike previous work which utilised copper to form a 1,4 triazole linkage in the DNA backbone, a ruthenium catalyst was used to yield a 1,5 triazole. The artificial linkage was incorporated into a DNA backbone via a phosphoramidite building block using solid phase synthesis. The biophysical properties of DNA with a 1,5 triazole linkage in the backbone were evaluated by UV melting and circular dichroism and compared to DNA modified with previously reported 1,4 triazole linkages of various lengths.
Baker, Ysobel
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Traoré, Diallo
4aa9dc51-758d-4a68-b9a9-9937d6505cc0
Wanat, Przemyslaw
3729f989-a451-43a1-99d5-1cdfeb432d78
Tyburn, Agnes E. S.
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El-Sagheer, Afaf H
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Brown, Tom
a64aae36-bb30-42df-88a2-11be394e8c89
14 February 2020
Baker, Ysobel
4fceec1f-89ed-4a32-a753-8967daf6763a
Traoré, Diallo
4aa9dc51-758d-4a68-b9a9-9937d6505cc0
Wanat, Przemyslaw
3729f989-a451-43a1-99d5-1cdfeb432d78
Tyburn, Agnes E. S.
b591231e-c8d1-4883-a20a-7b91da89caed
El-Sagheer, Afaf H
05b8295a-64ad-4fdf-ad57-c34934a46c04
Brown, Tom
a64aae36-bb30-42df-88a2-11be394e8c89
Baker, Ysobel, Traoré, Diallo, Wanat, Przemyslaw, Tyburn, Agnes E. S., El-Sagheer, Afaf H and Brown, Tom
(2020)
Searching for the ideal triazole: Investigating the 1,5-triazole as a charge neutral DNA backbone mimic.
Tetrahedron, 76 (7), [130914].
(doi:10.1016/j.tet.2019.130914).
Abstract
A novel triazole linkage that mimics the phosphodiester backbone in DNA was designed, synthesised and evaluated. Unlike previous work which utilised copper to form a 1,4 triazole linkage in the DNA backbone, a ruthenium catalyst was used to yield a 1,5 triazole. The artificial linkage was incorporated into a DNA backbone via a phosphoramidite building block using solid phase synthesis. The biophysical properties of DNA with a 1,5 triazole linkage in the backbone were evaluated by UV melting and circular dichroism and compared to DNA modified with previously reported 1,4 triazole linkages of various lengths.
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Accepted/In Press date: 21 December 2019
Published date: 14 February 2020
Identifiers
Local EPrints ID: 473130
URI: http://eprints.soton.ac.uk/id/eprint/473130
ISSN: 0040-4020
PURE UUID: 666fa5be-d36f-45a2-b11d-3f7a99540b75
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Date deposited: 10 Jan 2023 18:28
Last modified: 17 Mar 2024 04:17
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Contributors
Author:
Ysobel Baker
Author:
Diallo Traoré
Author:
Przemyslaw Wanat
Author:
Agnes E. S. Tyburn
Author:
Afaf H El-Sagheer
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