Synthesis and bioluminescence of electronically modified and rotationally restricted colour-shifting infraluciferin analogues

Abstract

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Coumarin luciferins and mutant luciferases for robust multi-component bioluminescence imaging

“…37 We also took cues from recent efforts to develop red-shied luciferins by extending the pi-conjugation [38][39][40] of the scaffold and restricting conformational exibility (e.g., AkaLumine and infraluciferin). [41][42][43] Luciferins produced from these seminal studies emitted far-red light, but many were poor substrates for rey luciferase (Fluc). In some cases, light emission was recouped, although extensive enzyme engineering was required (e.g., generating Akaluc and related mutants).…”

Shining light on the electronic structure and relaxation dynamics of the isolated oxyluciferin anion

“…18 One of the research aims of our groups is to improve the fundamental understanding of bioluminescence for the rational design of new bioluminescence tools. [19][20][21][22] The focus of the work described in this paper is to improve our understanding of the electronic structure of the lightemitting oxyluciferin (OL).…”

Applications of bioluminescence in biotechnology and beyond

“…68 The Anderson lab also reported the analogue PBIiLH 2 37 as a racemic compound, which was prepared as a conformationally restrained infra-luciferin analogue. 163 Although PBIiLH 2 37 was only tested in in vitro assays and found to be less bright than racemic iLH 2 38, it did demonstrate an increased bimodal emission with increasing pH. A primary bioluminescence peak at 608 nm was observed with Fluc x11 and a secondary peak at 714 nm of increasing intensity.…”