Anderson, JC;
Chang, CH;
Jathoul, AP;
Syed, AJ;
(2019)
Synthesis and bioluminescence of electronically modified and rotationally restricted colour-shifting infraluciferin analogues.
Tetrahedron
, 45
(3)
pp. 347-356.
10.1016/j.tet.2018.11.061.
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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 -extended luciferins can increase bioluminescence activity while maintaining nIR bioluminescence.
Type: | Article |
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Title: | Synthesis and bioluminescence of electronically modified and rotationally restricted colour-shifting infraluciferin analogues |
Open access status: | An open access version is available from UCL Discovery |
DOI: | 10.1016/j.tet.2018.11.061 |
Publisher version: | https://doi.org/10.1016/j.tet.2018.11.061 |
Language: | English |
Additional information: | This version is the author accepted manuscript. For information on re-use, please refer to the publisher’s terms and conditions. |
Keywords: | infraluciferin, bioluminescence, near infrared, synthesis, colour shifting |
UCL classification: | UCL UCL > Provost and Vice Provost Offices > UCL BEAMS UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences > Dept of Chemistry |
URI: | https://discovery.ucl.ac.uk/id/eprint/10062597 |
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