Abstract
The evolution of molecules capable of performing boolean operations1,2,3,4 has gone a long way since the inception of the first molecular AND5 logic gate, followed by other logic functions, such as XOR6 and INHIBIT7, and has reached the stage where these tiny processors execute arithmetic calculations8,9,10,11,12,13,14,15. Molecular logic gates that process a variety of chemical inputs can now be loaded with arrays of logic functions16, enabling even a single molecular species to execute distinct algebraic operations: addition and subtraction12. However, unlike electronic or optical signals, the accumulation of chemical inputs prevents chemical arithmetic systems8,9,10,11,12 from resetting. Consequently, a set of solutions is required to complete even the simplest arithmetic cycle. It has been suggested that these limitations can be overcome by washing off the input signals from solid supports8,9. An alternative approach, which does not require solvent exchange or incorporation of bulk surfaces, is to reset the arithmetic system chemically. Ultimately, this is how some biological systems regenerate. Here we report a highly efficient and exceptionally simple molecular arithmetic system based on a plain fluorescein dye, capable of performing a full scale of elementary addition and subtraction algebraic operations. This system can be reset following each separate arithmetic step. The ability to selectively eradicate chemical inputs brings us closer to the realization of chemical computation.
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References
Ball, P. Chemistry meets computing. Nature 406, 118–120 (2000).
Raymo, F. M. Digital processing and communication with molecular switches. Adv. Mater. 14, 401–414 (2002).
Balzani, V., Credi, A. & Venturi, M. Molecular logic circuits. Chem. Phys. Chem. 3, 49–59 (2003).
de Silva, A. P. & McClenaghan, N. D. Molecular-scale logic gates. Chem. Eur. J. 10, 574–586 (2004).
de Silva, A. P., Gunaratne, H. Q. N. & McCoy, C. P. A molecular AND gate based on fluorescent signalling. Nature 364, 42–44 (1993).
Credi, A., Balzani, V., Langford, S. J. & Stoddart, J. F. Logic operations at the molecular level. An XOR gate based on a molecular machine. J. Am. Chem. Soc. 119, 2679–2681 (1997).
Gunnlaugsson, T., MacDónail, D. A. & Parker, D. Luminescent molecular logic gates: the two-input inhibit (INH) function. Chem. Commun. 93–94 (2000).
de Silva, A. P. & McClenaghan, N. D. Proof-of-principle of molecular scale arithmetic. J. Am. Chem. Soc. 122, 3965–3966 (2000).
Stojanovic, M. N. & Stefanovic, D. Deoxyribozyme-based half-adder. J. Am. Chem. Soc. 125, 6673–6676 (2003).
Langford, S. J. & Yann, T. Molecular logic: A half subtractor based on tetraphenylporphyrin. J. Am. Chem. Soc. 125, 11198–11199 (2003).
Guo, X. F., Zhang, D. Q., Zhang, G. X. & Zhu, D. B. Monomolecular logic: half-adder based on multistate/multifunctional photochromic spiropyrans. J. Phys. Chem. B 108, 11942–11945 (2004).
Margulies, D., Melman, G., Felder, C. E., Arad-Yellin, R. & Shanzer, A. Chemical input multiplicity facilitates arithmetical processing. J. Am. Chem. Soc. 126, 15400–15401 (2004).
Remacle, F., Speiser, S. & Levine, R. D. Intermolecular and intramolecular logic gates. J. Phys. Chem. B 105, 5589–5591 (2001).
Okamoto, A., Tanaka, K. & Saito, I. DNA logic gates. J. Am. Chem. Soc. 126, 9458–9463 (2004).
Andreasson, J. et al. Molecule-based photonically switched half-adder. J. Am. Chem. Soc. 126, 15926–15927 (2004).
de Silva, A. P. Molecular logic gets loaded. Nature Mater. 4, 15–16 (2005).
Zanker, V. & Peter, W. The prototropic forms of fluorescein. Chem. Ber. 91, 572–580 (1958).
Martin, M. M. & Lindqvist, L. The pH dependance of fluorescein fluorescence. J. Lumin. 10, 381–390 (1975).
Sjoback, R., Nygren, J. & Kubista, M. Absorption and fluorescence properties of fluorescein. Spectrochim. Acta A 51, L7–L21 (1995).
Blittersdorf, R., Müller, J. & Schneider, F. W. Chemical visualization of Boolean functions: A simple chemical computer. J. Chem. Edn 72, 760–763 (1995).
Pina, F. et al. Multistate/multifunctional molecular-level systems: light and pH switching between the various forms of a synthetic flavylium salt. Chem. Eur. J. 1184–1191 (1998).
Raymo, F. M. & Giordani, S. All optical processing with molecular switches. Proc. Natl Acad. Sci. 99, 4941–4944 (2002).
Acknowledgements
Support from the European Union (HPRN-CT-2000-00029), the G. M. J. Schmidt Minerva Center on Supramolecular Architecture and the Helen and Martin Kimmel Center for Molecular Design is greatly acknowledged. A. S. holds the Siegfried and Irma Ulmann professorial chair.
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Margulies, D., Melman, G. & Shanzer, A. Fluorescein as a model molecular calculator with reset capability. Nature Mater 4, 768–771 (2005). https://doi.org/10.1038/nmat1469
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DOI: https://doi.org/10.1038/nmat1469
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