Polydopamine and eumelanin models in various oxidation states
We report a comprehensive ab initio structural investigation of more than 43 000 probable molecular structures of polydopamine (PDA) and eumelanin in various oxidation states. With the aid of a computational approach including a brute-force algorithmic generation of chemical isomers and density func...
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| Format: | Article |
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Royal Society of Chemistry (RSC)
2018
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| Online Access: | http://hdl.handle.net/1721.1/119014 https://orcid.org/0000-0002-8645-4833 https://orcid.org/0000-0002-4173-9659 |
| _version_ | 1811090583188406272 |
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| author | Chen, Chun-Teh Buehler, Markus J |
| author2 | Massachusetts Institute of Technology. Department of Civil and Environmental Engineering |
| author_facet | Massachusetts Institute of Technology. Department of Civil and Environmental Engineering Chen, Chun-Teh Buehler, Markus J |
| author_sort | Chen, Chun-Teh |
| collection | MIT |
| description | We report a comprehensive ab initio structural investigation of more than 43 000 probable molecular structures of polydopamine (PDA) and eumelanin in various oxidation states. With the aid of a computational approach including a brute-force algorithmic generation of chemical isomers and density functional theory, all probable oxidized 5,6-dihydroxyindole (DHI) oligomers, ranging from dimers to tetramers, have been systematically generated and evaluated. We identify a set of the most stable molecular structures of PDA and eumelanin which represent the chemically diverse nature of these materials. Results show that more planar molecular structures have a tendency to be more stable. We also observe that, in some cases, forming cyclic molecular structures could reduce the energy of a DHI tetramer and make it more stable. This finding supports the hypothesis that cyclic molecules could exist in eumelanin-like materials. Additionally, the cyclic molecular models proposed in this work are energetically more favorable than the popular porphyrin-like models in this field. |
| first_indexed | 2024-09-23T14:48:30Z |
| format | Article |
| id | mit-1721.1/119014 |
| institution | Massachusetts Institute of Technology |
| last_indexed | 2024-09-23T14:48:30Z |
| publishDate | 2018 |
| publisher | Royal Society of Chemistry (RSC) |
| record_format | dspace |
| spelling | mit-1721.1/1190142022-10-01T22:36:55Z Polydopamine and eumelanin models in various oxidation states Chen, Chun-Teh Buehler, Markus J Massachusetts Institute of Technology. Department of Civil and Environmental Engineering Chen, Chun-Teh Buehler, Markus J We report a comprehensive ab initio structural investigation of more than 43 000 probable molecular structures of polydopamine (PDA) and eumelanin in various oxidation states. With the aid of a computational approach including a brute-force algorithmic generation of chemical isomers and density functional theory, all probable oxidized 5,6-dihydroxyindole (DHI) oligomers, ranging from dimers to tetramers, have been systematically generated and evaluated. We identify a set of the most stable molecular structures of PDA and eumelanin which represent the chemically diverse nature of these materials. Results show that more planar molecular structures have a tendency to be more stable. We also observe that, in some cases, forming cyclic molecular structures could reduce the energy of a DHI tetramer and make it more stable. This finding supports the hypothesis that cyclic molecules could exist in eumelanin-like materials. Additionally, the cyclic molecular models proposed in this work are energetically more favorable than the popular porphyrin-like models in this field. United States. Office of Naval Research (Award N000141612333) United States. Air Force Office of Scientific Research (Award FA9550-15-1-0514) 2018-11-14T19:11:20Z 2018-11-14T19:11:20Z 2018-10 2018-08 2018-11-14T14:25:38Z Article http://purl.org/eprint/type/JournalArticle 1463-9076 1463-9084 http://hdl.handle.net/1721.1/119014 Chen, Chun-Teh and Markus J. Buehler. “Polydopamine and Eumelanin Models in Various Oxidation States.” Physical Chemistry Chemical Physics 20, 44 (2018): 28135–28143 https://orcid.org/0000-0002-8645-4833 https://orcid.org/0000-0002-4173-9659 http://dx.doi.org/10.1039/c8cp05037f Physical Chemistry Chemical Physics Creative Commons Attribution-NonCommercial 3.0 Unported https://creativecommons.org/licenses/by-nc/3.0/ application/pdf Royal Society of Chemistry (RSC) Royal Society of Chemistry |
| spellingShingle | Chen, Chun-Teh Buehler, Markus J Polydopamine and eumelanin models in various oxidation states |
| title | Polydopamine and eumelanin models in various oxidation states |
| title_full | Polydopamine and eumelanin models in various oxidation states |
| title_fullStr | Polydopamine and eumelanin models in various oxidation states |
| title_full_unstemmed | Polydopamine and eumelanin models in various oxidation states |
| title_short | Polydopamine and eumelanin models in various oxidation states |
| title_sort | polydopamine and eumelanin models in various oxidation states |
| url | http://hdl.handle.net/1721.1/119014 https://orcid.org/0000-0002-8645-4833 https://orcid.org/0000-0002-4173-9659 |
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