journal article·2023-03-28

Enantiospecific Affinities of Chiral Cu Films for Both d-Ribose and l-Amino Acids

Yuxi Fang, Xi Liu, Jing Ai, Gui Zhao, Liwei Chen, Shunai Che, Lu Han

Chemistry of Materials· Volume 35· Issue 6
Publisher page

Abstract

As typical biosignature molecules of life, ribose and amino acids are present in d - and l -chiral configurations, respectively. The enantiospecific affinities of inorganic surfaces for both configurations would provide evidence for emergence of molecular chirality from the prebiotic world and play key roles in symmetry breaking of biomolecules. Herein, we fabricated chiral Cu films (CCFs) to investigate the behaviors of chiral inorganic surfaces with simultaneous enantioselectivity for both ribose and amino acids. Differential pulse voltammograms showed that the oxidation currents for both l -amino acids and d -ribose on CCFs synthesized with l -histidine (His) as a chirality-inducing agent were higher than those of their antipodes, indicating specific affinities on the same Cu chiral surface. Adsorption energies of ribose and amino acid enantiomers on the S-enantiomorphs of chiral kink sites suggested that stronger interactions between both d -ribose and l -amino acids with chiral kink sites were the source of specific enantioselectivity. This work provided important clues to explore possible roles of inorganic surfaces on the origin of chirality in life.
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Research context

OpenAlex topics: Molecular Sensors and Ion Detection · Supramolecular Self-Assembly in Materials · Origins and Evolution of Life

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Affiliations

School of Chemical Science and Engineering, Tongji University, 1239 Siping Road, Shanghai 200092, China

School of Chemistry and Chemical Engineering, Frontiers Science Center for Transformative Molecules, State Key Laboratory of Metal Matrix Composites, Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, China

School of Chemical Science and Engineering, In-situ Centre for Physical Science, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, China

Funding

Ministry of Science and Technology of the People's Republic of China · Science and Technology Commission of Shanghai Municipality · National Natural Science Foundation of China

References (52)

Show source-provided references
1. 10.1007/BF0219362410.1007/BF02193624 ↗
2. 10.1021/acs.chemrev.9b0066410.1021/acs.chemrev.9b00664 ↗
3. 10.1002/1521-3773(20020402)41:7<1139::AID-ANIE1139>3.0.CO;2-910.1002/1521-3773(20020402)41:7<1139::AID-ANIE1139>3.0.CO;2-9 ↗
4. 10.1038/s41586-018-0684-z10.1038/s41586-018-0684-z ↗
5. 10.1126/science.113089510.1126/science.1130895 ↗
6. 10.1016/j.asr.2007.08.00210.1016/j.asr.2007.08.002 ↗
7. 10.1038/219338a010.1038/219338a0 ↗
8. 10.1021/ar200316n10.1021/ar200316n ↗
9. 10.1038/258419a010.1038/258419a0 ↗
10. Modica P. · Astrophys. J. · 2014 · 788 · 7910.1088/0004-637X/788/1/79 ↗
11. 10.1002/cplu.20160021410.1002/cplu.201600214 ↗
12. 10.1002/anie.20120902510.1002/anie.201209025 ↗
13. 10.1007/s11084-009-9178-110.1007/s11084-009-9178-1 ↗
14. 10.1126/science.109305710.1126/science.1093057 ↗
15. 10.1038/nchem.110810.1038/nchem.1108 ↗
16. 10.1038/nchem.198110.1038/nchem.1981 ↗
17. 10.1038/s41557-020-0453-010.1038/s41557-020-0453-0 ↗
18. 10.1038/ncomms1267810.1038/ncomms12678 ↗
19. 10.1038/srep0257410.1038/srep02574 ↗
20. 10.4061/2011/23963710.4061/2011/239637 ↗
21. 10.1088/0953-8984/29/3/03400110.1088/0953-8984/29/3/034001 ↗
22. 10.1103/PhysRevLett.96.05610310.1103/PhysRevLett.96.056103 ↗
23. 10.1021/la950348l10.1021/la950348l ↗
24. 10.1021/ja012182i10.1021/ja012182i ↗
25. 10.1038/s41586-018-0034-110.1038/s41586-018-0034-1 ↗
26. 10.1002/adma.20190575810.1002/adma.201905758 ↗
27. 10.1021/acs.jpcc.5b0269510.1021/acs.jpcc.5b02695 ↗
28. 10.1021/jp004150810.1021/jp0041508 ↗
29. 10.2113/gsecongeo.102.4.71710.2113/gsecongeo.102.4.717 ↗
30. 10.1016/j.oregeorev.2022.10474610.1016/j.oregeorev.2022.104746 ↗
31. Krivolutskaya N. A. · Miner. Deposita · 2011 · 47 · 6910.1007/s00126-011-0372-5 ↗
32. 10.1016/B978-0-08-098258-8.00016-X10.1016/B978-0-08-098258-8.00016-X ↗
33. 10.1126/science.121731310.1126/science.1217313 ↗
34. Rode B. M. · Coord. Chem. Rev. · 1999 · 190 · 108510.1016/S0010-8545(99)00159-9 ↗
35. 10.1021/ja993128t10.1021/ja993128t ↗
36. 10.1002/anie.20130428410.1002/anie.201304284 ↗
37. 10.1002/anie.20161009910.1002/anie.201610099 ↗
38. 10.1016/j.chempr.2022.10.01710.1016/j.chempr.2022.10.017 ↗
39. 10.1088/0957-4484/17/24/01610.1088/0957-4484/17/24/016 ↗
40. 10.1016/B978-0-12-821203-5.00004-X10.1016/B978-0-12-821203-5.00004-X ↗
41. 10.1038/ncomms432510.1038/ncomms4325 ↗
42. 10.1049/mna2.1211310.1049/mna2.12113 ↗
43. 10.1016/j.matlet.2022.13201110.1016/j.matlet.2022.132011 ↗
44. 10.1016/j.ab.2008.05.01110.1016/j.ab.2008.05.011 ↗
45. Luo P. · Anal. Chem. · 2002 · 63 · 170210.1021/ac00017a010 ↗
46. 10.1002/anie.20100126610.1002/anie.201001266 ↗
47. 10.1016/j.jcat.2004.01.00110.1016/j.jcat.2004.01.001 ↗
48. 10.2138/am-2016-560410.2138/am-2016-5604 ↗
49. 10.1103/PhysRevLett.77.386510.1103/PhysRevLett.77.3865 ↗
50. 10.1103/PhysRevB.59.175810.1103/PhysRevB.59.1758 ↗
51. 10.1063/1.338234410.1063/1.3382344 ↗
52. 10.1088/1361-648X/aa680e10.1088/1361-648X/aa680e ↗