Synthesis of two cyanine dyes as potential artificial antennas for the bacterial photosynthetic Reaction Center

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MRS Advances © 2019 Materials Research Society DOI: 10.1557/adv.2019.68

Synthesis of two cyanine dyes as potential artificial antennas for the bacterial photosynthetic Reaction Center R. Ragni1, G. Leone1, G. Rizzo1, S. la Gatta1,2, F. Milano3,#, M. Trotta2,* and G. M. Farinola1,* Dipartimento di Chimica, Università degli Studi di Bari “Aldo Moro”, via Orabona 4, I-70126 Bari 2 Istituto per i Processi Chimico-Fisici CNR-IPCF, Dipartimento di Chimica, via Orabona 4, I-70126 Bari; 3 CNR-ISPA, Institute of Sciences of Food Production, Lecce Unit, Via Prov.le Monteroni, 73100 Lecce, Italy. # Permanent address: Istituto per i Processi Chimico-Fisici CNR-IPCF. * Authors to whom correspondence should be addressed 1

ABSTRACT:

Particular attention has been recently devoted to the development of biohybrid photoconverters based on the bacterial Reaction Center (RC) of Rhodobacter sphaeroides. This highly efficient photoenzyme has a conversion yield close to unit that makes it extremely appealing in the field of artificial photosynthesis. Isolated RCs suffer of a limited absorption cross-section in the visible spectral region that limits their applicative employment. Here we report the synthesis of two heptamethine cyanine molecules, whose photophysical properties make them potentially suitable as light harvesting antennas for the RC.

INTRODUCTION: Artificial molecular systems capable of converting solar energy into electrical energy have attracted great interest by scientific community in recent years. However, the major issues related to the application of these systems in solar energy conversion consist in their high structural complexity and difficult synthetic preparation, as well as in their limited photoconversion efficiencies and lifetimes of charge separated states. These issues can be conversely overcome focusing the attention on biohybrid photoconverters that are based on the biological components that regulate the mechanism of solar energy conversion in photosynthetic organisms [1-7]. Indeed, Nature has optimized, in billions of years of evolution, highly efficient biological photoconverters[8], among which the Reaction Center of the photosynthetic bacterium Rhodobacter sphaeroides [9].

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The RC is the photochemical core of the bacterial photosynthetic apparatus and it converts, with a nearly unitary efficiency, the light harvested by the proteins called light harvesting complexes LH1 and LH2, into charge separated states and biochemical energy[10, 11]. RC based devices have been already proposed for solar energy conversion [12, 13] and biosensing [14, 15]. The absorption cross-section of the native RC extracted from the bacterial strain R26 used in this work is maximum in the near infrared region (see Figure 1) and very limited in the visible range, where the sun reaches the