ArticleCommunications chemistry2026
Exploring the photodynamical landscape of biomimetic lumichrome-ephedrine-class amine complexes across femtosecond to millisecond regimes.
Article in Communications chemistry, 2026. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.
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5 authors.
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Abstract
Flavin-amine interactions are central to neurotransmitter metabolism, yet how H-bonding and amine structure govern excited-state pathways remains unclear. Using lumichrome (LC) as a biomimetic model, we examine interactions and photobehaviour with sympathomimetic amines, norephedrine (Neph), ephedrine (Eph), and pseudoephedrine (Peph). In water, LC with amines readily forms anions. In dichloromethane, H-bonding drives ultrafast single-proton transfer (SPT) in the LC-Neph complex (~800 fs), followed by population redistribution (~14 ps) and a long-lived anion (τ ~5.4 ns), while LC-Eph and LC-Peph complexes show shorter lifetimes (~4.3-4.8 ns). Control experiments with phenethylamine confirm that the amine group drives SPT-mediated anion formation. Computational calculations support excitation-induced charge redistribution and SPT-mediated zwitterionic stabilisation. Nanosecond-millisecond transient absorption shows minor triplet quenching by Neph (τ ~0.74 → 0.66 μs), but Eph and Peph enhance quenching (τ ~0.45-0.55 μs) and photoproduct formation. This study unravels LC-sympathomimetic amine interactions, offering an avenue to interrogate excited-state pathways in flavin photochemistry.
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