Anderson, JC, Chang, C-H, Jathoul, AP et al. (1 more author) (2019) Synthesis and bioluminescence of electronically modified and rotationally restricted colour-shifting infraluciferin analogues. Tetrahedron, 75 (3). pp. 347-356. ISSN 0040-4020
Abstract
Synthetic nIR emitting luciferins can enable clearer bioluminescent imaging in blood and tissue. A limiting factor for all synthetic luciferins is their reduced light output with respect to D-luciferin. In this work we explore a design feature of whether rigidification of an exceptionally red synthetic luciferin, infraluciferin, can increase light output through a reduction in the degrees of freedom of the molecule. A rigid analogue pyridobenzimidazole infraluciferin was prepared and its bioluminescence properties compared with its non-rigid counterpart benzimidazole infraluciferin, luciferin, infraluciferin and benzimidazole luciferin. The results support the concept that synthetic rigidification of π-extended luciferins can increase bioluminescence activity while maintaining nIR bioluminescence.
Metadata
Item Type: | Article |
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Authors/Creators: |
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Copyright, Publisher and Additional Information: | (c) 2019, Elsevier Ltd. All rights reserved. This is an author produced version of a paper published in Tetrahedron. Uploaded in accordance with the publisher's self-archiving policy |
Keywords: | Infraluciferin; Bioluminescence; Near infrared; Synthesis; Colour shifting |
Dates: |
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Institution: | The University of Leeds |
Academic Units: | The University of Leeds > Faculty of Engineering & Physical Sciences (Leeds) > School of Chemistry (Leeds) > Organic Chemistry (Leeds) |
Depositing User: | Symplectic Publications |
Date Deposited: | 16 May 2019 11:42 |
Last Modified: | 18 Jan 2020 01:40 |
Status: | Published |
Publisher: | Elsevier Ltd. |
Identification Number: | 10.1016/j.tet.2018.11.061 |
Related URLs: | |
Open Archives Initiative ID (OAI ID): | oai:eprints.whiterose.ac.uk:146116 |
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