Henlea earthworm bioluminescence comprises violet-blue BRET from tryptophan 2-carboxylate to deazaflavin cofactor.

We recently identified the deazaflavin cofactor as a light emitter in novel bioluminescence (BL) system from Siberian earthworms Henlea sp. (Petushkov et al., 2023, Org.

Total Synthesis of Racemic Thieno[3,2-]thiochromene Tricarboxylate, a Luciferin from Marine Polychaeta .

We report the first total synthesis of racemic luciferin, a thieno[3,2-]thiochromene tricarboxylate comprising a 6-6-5-fused tricyclic skeleton with three sulfur atoms in different electronic states. The key transformation is based on tandem condensation of bifunctional thiol-phosphonate, obtained from dimethyl acetylene dicarboxylate, with benzothiophene-6,7-quinone. The presented convergent approach provides the synthesis of the target compound with a previously unreported fused heterocyclic core in 11 steps, thus allowing for unambiguous confirmation of the chemical structure of luciferin by 2D-NMR spectroscopy.

Conjugated Dienoic Acid Peroxides as Substrates in Bioluminescence System.

Biochemistry of bioluminescence of the marine parchment tubeworm has been in research focus for over a century; however, the results obtained by various groups contradict each other. Here, we report the isolation and structural elucidation of three compounds from algae, which demonstrate bioluminescence activity with luciferase in the presence of Fe ions. These compounds are derivatives of polyunsaturated fatty acid peroxides.

Unexpected Coelenterazine Degradation Products of Photoprotein Photoinactivation.

Ca-regulated photoproteins of ctenophores lose bioluminescence activity when exposed to visible light. Little is known about the chemical nature of chromophore photoinactivation. Using a total synthesis strategy, we have established the structures of two unusual coelenterazine products, isolated from recombinant berovin of the ctenophore , which are / isomers.