{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,29]],"date-time":"2026-10-29T04:25:24Z","timestamp":1793247924617,"version":"4.5.0"},"reference-count":43,"publisher":"Springer Science and Business Media LLC","issue":"1","license":[{"start":{"date-parts":[[2011,11,6]],"date-time":"2011-11-06T00:00:00Z","timestamp":1320537600000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/www.springer.com\/tdm"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Nature Chem"],"published-print":{"date-parts":[[2012,1]]},"DOI":"10.1038\/nchem.1193","type":"journal-article","created":{"date-parts":[[2011,11,4]],"date-time":"2011-11-04T04:18:07Z","timestamp":1320380287000},"page":"15-20","source":"Crossref","is-referenced-by-count":416,"title":["A synthetic molecular pentafoil knot"],"prefix":"10.1038","volume":"4","author":[{"given":"Jean-Fran\u00e7ois","family":"Ayme","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jonathon E.","family":"Beves","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"David A.","family":"Leigh","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Roy T.","family":"McBurney","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Kari","family":"Rissanen","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"David","family":"Schultz","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"297","published-online":{"date-parts":[[2011,11,6]]},"reference":[{"key":"BFnchem1193_CR1","doi-asserted-by":"publisher","first-page":"951","DOI":"10.1126\/science.3010458","volume":"232","author":"SA Wasserman","year":"1986","unstructured":"Wasserman, S. A. & Cozzarelli, N. R. Biochemical topology: applications to DNA recombination and replication. Science 232, 951\u2013960 (1986).","journal-title":"Science"},{"key":"BFnchem1193_CR2","doi-asserted-by":"publisher","first-page":"916","DOI":"10.1038\/35022623","volume":"406","author":"WR Taylor","year":"2000","unstructured":"Taylor, W. R. A deeply knotted protein structure and how it might fold. Nature 406, 916\u2013919 (2000).","journal-title":"Nature"},{"key":"BFnchem1193_CR3","doi-asserted-by":"publisher","first-page":"25","DOI":"10.1038\/421025a","volume":"421","author":"WR Taylor","year":"2003","unstructured":"Taylor, W. R. & Lin, K. Protein knots: a tangled problem. Nature 421, 25 (2003).","journal-title":"Nature"},{"key":"BFnchem1193_CR4","doi-asserted-by":"publisher","first-page":"325","DOI":"10.1038\/nature04118","volume":"438","author":"JR Wagner","year":"2005","unstructured":"Wagner, J. R., Brunzelle, J. S., Forest, K. T. & Vierstra, R. D. A light-sensing knot revealed by the structure of the chromophore-binding domain of phytochrome. Nature 438, 325\u2013331 (2005).","journal-title":"Nature"},{"key":"BFnchem1193_CR5","doi-asserted-by":"publisher","first-page":"151","DOI":"10.1016\/j.compbiolchem.2007.03.002","volume":"31","author":"WR Taylor","year":"2007","unstructured":"Taylor, W. R. Protein knots and fold complexity: some new twists. Comput. Biol. Chem. 31, 151\u2013162 (2007).","journal-title":"Comput. Biol. Chem"},{"key":"BFnchem1193_CR6","doi-asserted-by":"publisher","first-page":"46","DOI":"10.1038\/19935","volume":"399","author":"AM Saitta","year":"1999","unstructured":"Saitta, A. M., Soper, P. D., Wasserman, E. & Klein, M. L. Influence of a knot on the strength of a polymer strand. Nature 399, 46\u201348 (1999).","journal-title":"Nature"},{"key":"BFnchem1193_CR7","doi-asserted-by":"publisher","first-page":"446","DOI":"10.1038\/20894","volume":"399","author":"Y Arai","year":"1999","unstructured":"Arai, Y. et al. Tying a molecular knot with optical tweezers. Nature 399, 446\u2013448 (1999).","journal-title":"Nature"},{"key":"BFnchem1193_CR8","unstructured":"Menasco, W. W. & Thistlethwaite, M. B. (eds) Handbook of Knot Theory (Elsevier, 2005)."},{"issue":"30","key":"BFnchem1193_CR9","doi-asserted-by":"publisher","first-page":"5023","DOI":"10.1002\/ejoc.200800578","volume":"2008","author":"Edward E. Fenlon","year":"2008","unstructured":"Fenlon, E. E. Open problems in chemical topology. Eur. J. Org. Chem. 5023\u20135035 (2008).","journal-title":"European Journal of Organic Chemistry"},{"key":"BFnchem1193_CR10","doi-asserted-by":"publisher","first-page":"9260","DOI":"10.1002\/anie.201007963","volume":"50","author":"JE Beves","year":"2011","unstructured":"Beves, J. E., Blight, B. A., Campbell, C. J., Leigh, D. A. & McBurney, R. T. Strategies and tactics for the metal-directed synthesis of rotaxanes, knots, catenanes, and higher order links. Angew. Chem. Int. Ed. 50, 9260\u20139327 (2011).","journal-title":"Angew. Chem. Int. Ed"},{"key":"BFnchem1193_CR11","doi-asserted-by":"crossref","unstructured":"Alexander, J. W. & Briggs, G. B. On types of knotted curves. Ann. Math. 28, 562\u2013586 (1926\u20131927).","DOI":"10.2307\/1968399"},{"key":"BFnchem1193_CR12","unstructured":"Adams, C. C. The Knot Book (American Mathematical Society, 2004)."},{"key":"BFnchem1193_CR13","doi-asserted-by":"publisher","first-page":"189","DOI":"10.1002\/anie.198901891","volume":"28","author":"CO Dietrich-Buchecker","year":"1989","unstructured":"Dietrich-Buchecker, C. O. & Sauvage, J-P. A synthetic molecular trefoil knot. Angew. Chem. Int. Ed. Engl. 28, 189\u2013192 (1989).","journal-title":"Angew. Chem. Int. Ed. Engl."},{"key":"BFnchem1193_CR14","doi-asserted-by":"publisher","first-page":"2005","DOI":"10.1021\/cr960053s","volume":"97","author":"C Piguet","year":"1997","unstructured":"Piguet, C., Bernardinelli, G. & Hopfgartner, G. Helicates as versatile supramolecular complexes. Chem. Rev. 97, 2005\u20132062 (1997).","journal-title":"Chem. Rev"},{"issue":"12","key":"BFnchem1193_CR15","doi-asserted-by":"publisher","first-page":"2485","DOI":"10.1002\/jlac.199719971210","volume":"1997","author":"Peter R. Ashton","year":"1997","unstructured":"Ashton, P. R. et al. Molecular meccano 27. A template-directed synthesis of a molecular trefoil knot. Liebigs Ann. Recueil 2485\u20132494 (1997).","journal-title":"Liebigs Annalen"},{"key":"BFnchem1193_CR16","doi-asserted-by":"publisher","first-page":"994","DOI":"10.1021\/ja982239+","volume":"121","author":"G Rapenne","year":"1999","unstructured":"Rapenne, G., Dietrich-Buchecker, C. & Sauvage, J-P. Copper(I)- or iron(II)-templated synthesis of molecular knots containing two tetrahedral or octahedral coordination sites. J. Am. Chem. Soc. 121, 994\u20131001 (1999).","journal-title":"J. Am. Chem. Soc"},{"key":"BFnchem1193_CR17","doi-asserted-by":"publisher","first-page":"1616","DOI":"10.1002\/(SICI)1521-3773(20000502)39:9<1616::AID-ANIE1616>3.0.CO;2-Y","volume":"39","author":"O Safarowsky","year":"2000","unstructured":"Safarowsky, O., Nieger, M., Fr\u00f6hlich. R. & V\u00f6gtle, F. A molecular knot with twelve amide groups\u2014one-step synthesis, crystal structure, chirality. Angew. Chem. Int. Ed. 39, 1616\u20131618 (2000).","journal-title":"Angew. Chem. Int. Ed"},{"key":"BFnchem1193_CR18","doi-asserted-by":"publisher","first-page":"1456","DOI":"10.1002\/anie.200460312","volume":"44","author":"O Lukin","year":"2005","unstructured":"Lukin, O. & V\u00f6gtle, F. Knotting and threading of molecules: chemistry and chirality of molecular knots and their assemblies. Angew. Chem. Int. Ed. 44, 1456\u20131477 (2005).","journal-title":"Angew. Chem. Int. Ed."},{"key":"BFnchem1193_CR19","doi-asserted-by":"publisher","first-page":"5698","DOI":"10.1002\/anie.200601111","volume":"45","author":"M Feigel","year":"2006","unstructured":"Feigel, M., Ladberg, R., Engels, S., Herbst-Irmer, R. & Fr\u00f6hlich, R. A trefoil knot made of amino acids and steroids. Angew. Chem. Int. Ed. 45, 5698\u20135702 (2006).","journal-title":"Angew. Chem. Int. Ed."},{"key":"BFnchem1193_CR20","doi-asserted-by":"crossref","unstructured":"Fenlon, E. E. & Ito, B. R. The thread & cut method: syntheses of molecular knot precursors. Eur. J. Org. Chem. 3065\u20133068 (2008).","DOI":"10.1002\/ejoc.200800387"},{"key":"BFnchem1193_CR21","doi-asserted-by":"publisher","first-page":"218","DOI":"10.1038\/nchem.544","volume":"2","author":"J Guo","year":"2010","unstructured":"Guo, J., Mayers, P. C., Breault, G. A. & Hunter, C. A. Synthesis of a molecular trefoil knot by folding and closing on an octahedral coordination template. Nature Chem. 2, 218\u2013222 (2010).","journal-title":"Nature Chem."},{"key":"BFnchem1193_CR22","doi-asserted-by":"publisher","unstructured":"Barran, P. E. et al. Active metal template synthesis of a molecular trefoil knot. Angew. Chem. Int. Ed. http:\/\/dx.doi.org\/10.1002\/anie .201105012 (2011).","DOI":"10.1002\/anie"},{"key":"BFnchem1193_CR23","doi-asserted-by":"publisher","first-page":"9110","DOI":"10.1021\/ja961459p","volume":"118","author":"RF Carina","year":"1996","unstructured":"Carina, R. F., Dietrich-Buchecker, C. & Sauvage, J-P. Molecular composite knots. J. Am. Chem. Soc. 118, 9110\u20139116 (1996).","journal-title":"J. Am. Chem. Soc."},{"key":"BFnchem1193_CR24","doi-asserted-by":"publisher","first-page":"720","DOI":"10.1038\/367720a0","volume":"367","author":"M Fujita","year":"1994","unstructured":"Fujita, M., Ibukuro, F., Hagihara, H. & Ogura, K. Quantitative self-assembly of a [2]catenane from two preformed molecular rings. Nature 367, 720\u2013723 (1994).","journal-title":"Nature"},{"key":"BFnchem1193_CR25","doi-asserted-by":"publisher","first-page":"1312","DOI":"10.1126\/science.1096688","volume":"304","author":"L Wang","year":"2004","unstructured":"Wang, L., Vysotsky, M. O., Bogdan, A., Bolte, M. & B\u00f6hmer, V. Multiple catenanes derived from calix[4]arenes. Science 304, 1312\u20131314 (2004).","journal-title":"Science"},{"key":"BFnchem1193_CR26","doi-asserted-by":"publisher","first-page":"667","DOI":"10.1126\/science.1109999","volume":"308","author":"RTS Lam","year":"2005","unstructured":"Lam, R. T. S. et al. Amplification of acetylcholine-binding catenanes from dynamic combinatorial libraries. Science 308, 667\u2013669 (2005).","journal-title":"Science"},{"key":"BFnchem1193_CR27","doi-asserted-by":"publisher","first-page":"212","DOI":"10.1038\/nchem.213","volume":"1","author":"TK Ronson","year":"2009","unstructured":"Ronson, T. K. et al. Stellated polyhedral assembly of a topologically complicated Pd4L4 \u2018Solomon cube\u2019. Nature Chem. 1, 212\u2013216 (2009).","journal-title":"Nature Chem"},{"key":"BFnchem1193_CR28","doi-asserted-by":"publisher","first-page":"750","DOI":"10.1038\/nchem.739","volume":"2","author":"T Hasell","year":"2010","unstructured":"Hasell, T. et al. Triply interlocked covalent organic cages. Nature Chem. 2, 750\u2013755 (2010).","journal-title":"Nature Chem"},{"key":"BFnchem1193_CR29","doi-asserted-by":"publisher","first-page":"1308","DOI":"10.1126\/science.1096914","volume":"304","author":"KS Chichak","year":"2004","unstructured":"Chichak, K. S. et al. Molecular Borromean rings. Science 304, 1308\u20131312 (2004).","journal-title":"Science"},{"key":"BFnchem1193_CR30","doi-asserted-by":"publisher","first-page":"4374","DOI":"10.1002\/chem.200401264","volume":"11","author":"C Dietrich-Buchecker","year":"2005","unstructured":"Dietrich-Buchecker, C., Colasson, B., Jouvenot, D. & Sauvage, J-P. Synthesis of multi-1,10-phenanthroline ligands with 1,3-phenylene linkers and their lithium complexes. Chem. Eur. J. 11, 4374\u20134386 (2005).","journal-title":"Chem. Eur. J"},{"key":"BFnchem1193_CR31","doi-asserted-by":"publisher","first-page":"1838","DOI":"10.1002\/anie.199618381","volume":"35","author":"B Hasenknopf","year":"1996","unstructured":"Hasenknopf, B., Lehn, J-M., Kneisel, B. O., Baum, G. & Fenske, D. Self-assembly of a circular double helicate. Angew. Chem. Int. Ed. Engl. 35, 1838\u20131840 (1996).","journal-title":"Angew. Chem. Int. Ed. Engl"},{"key":"BFnchem1193_CR32","doi-asserted-by":"publisher","first-page":"10956","DOI":"10.1021\/ja971204r","volume":"119","author":"B Hasenknopf","year":"1997","unstructured":"Hasenknopf, B. et al. Self-assembly of tetra- and hexanuclear circular helicates. J. Am. Chem. Soc. 119, 10956\u201310962 (1997).","journal-title":"J. Am. Chem. Soc."},{"key":"BFnchem1193_CR33","doi-asserted-by":"publisher","first-page":"3265","DOI":"10.1002\/(SICI)1521-3773(19981217)37:23<3265::AID-ANIE3265>3.0.CO;2-B","volume":"37","author":"B Hasenknopf","year":"1998","unstructured":"Hasenknopf, B., Lehn, J-M., Boumediene, N., Leize, E. & Van Dorsselaer, A. Kinetic and thermodynamic control in self-assembly: sequential formation of linear and circular helicates. Angew. Chem. Int. Ed. 37, 3265\u20133268 (1998).","journal-title":"Angew. Chem. Int. Ed."},{"key":"BFnchem1193_CR34","doi-asserted-by":"publisher","first-page":"1538","DOI":"10.1002\/1521-3773(20010417)40:8<1538::AID-ANIE1538>3.0.CO;2-F","volume":"40","author":"DA Leigh","year":"2001","unstructured":"Leigh, D. A., Lusby, P. J., Teat, S. J., Wilson, A. J. & Wong, J. K. Y. Benzylic imine catenates: readily accessible octahedral analogues of the Sauvage catenates. Angew. Chem. Int. Ed. 40, 1538\u20131543 (2001).","journal-title":"Angew. Chem. Int. Ed"},{"key":"BFnchem1193_CR35","doi-asserted-by":"crossref","first-page":"1218","DOI":"10.1002\/anie.200353186","volume":"43","author":"L Hogg","year":"2004","unstructured":"Hogg, L. et al. A simple general ligand system for assembling octahedral metal\u2013rotaxane complexes. Angew. Chem. Int. Ed. 43, 1218\u20131221 (2004).","journal-title":"Angew. Chem. Int. Ed"},{"key":"BFnchem1193_CR36","doi-asserted-by":"publisher","first-page":"4069","DOI":"10.1002\/chem.200501591","volume":"12","author":"M Hutin","year":"2006","unstructured":"Hutin, M., Schalley, C. A., Bernardinelli, G. & Nitschke, J. R. Helicate, macrocycle, or catenate: dynamic topological control over subcomponent self-assembly. Chem. Eur. J. 12, 4069\u20134076 (2006).","journal-title":"Chem. Eur. J"},{"key":"BFnchem1193_CR37","doi-asserted-by":"publisher","first-page":"1014","DOI":"10.1071\/CH09253","volume":"62","author":"JR Price","year":"2009","unstructured":"Price, J. R. et al. Copper(I)-templated synthesis of a 2,2\u2032-bipyridine derived [2]catenane: synthetic, modelling, and X-ray studies. Aust. J. Chem. 62, 1014\u20131019 (2009).","journal-title":"Aust. J. Chem"},{"key":"BFnchem1193_CR38","doi-asserted-by":"publisher","first-page":"10010","DOI":"10.1021\/ja00051a038","volume":"114","author":"MA Murcko","year":"1992","unstructured":"Murcko, M. A. & DiPaola, R. A. Ab initio molecular orbital conformational analysis of prototypical organic systems. 1. Ethylene glycol and 1,2-dimethoxyethane. J. Am. Chem. Soc. 114, 10010\u201310018 (1992).","journal-title":"J. Am. Chem. Soc"},{"key":"BFnchem1193_CR39","doi-asserted-by":"publisher","first-page":"5383","DOI":"10.1021\/ja00305a010","volume":"107","author":"Y Ohsawa","year":"1985","unstructured":"Ohsawa, Y., DeArmond, M. K., Hanck, K. W. & Moreland, C. G. A proton NMR study of reduced paramagnetic tris(2,2\u2032-bipyridine) complexes of iron(II), ruthenium(II) and osmium(II). J. Am. Chem. Soc. 107, 5383\u20135386 (1985).","journal-title":"J. Am. Chem. Soc"},{"key":"BFnchem1193_CR40","doi-asserted-by":"publisher","first-page":"290","DOI":"10.1002\/(SICI)1521-3773(19980216)37:3<289::AID-ANIE289>3.0.CO;2-M","volume":"37","author":"O Mamula","year":"1998","unstructured":"Mamula, O., von Zelewsky, A. & Bernardinelli, G. Completely stereospecific self-assembly of a circular helicate. Angew. Chem. Int. Ed. 37, 290\u2013293 (1998).","journal-title":"Angew. Chem. Int. Ed."},{"key":"BFnchem1193_CR41","doi-asserted-by":"publisher","first-page":"5394","DOI":"10.1073\/pnas.90.12.5394","volume":"90","author":"R Kr\u00e4mer","year":"1993","unstructured":"Kr\u00e4mer, R., Lehn, J-M. & Marquis-Rigault, A. Self-recognition in helicate self-assembly: spontaneous formation of helical metal complexes from mixtures of ligands and metal ions. Proc. Natl Acad. Sci. USA 90, 5394\u20135398 (1993).","journal-title":"Proc. Natl Acad. Sci. USA"},{"key":"BFnchem1193_CR42","doi-asserted-by":"publisher","first-page":"3457","DOI":"10.1021\/cr0103672","volume":"101","author":"M Albrecht","year":"2001","unstructured":"Albrecht, M. \u2018Let's twist again\u2019\u2014double-stranded, triple-stranded, and circular helicates. Chem. Rev. 101, 3457\u20133497 (2001).","journal-title":"Chem. Rev"},{"key":"BFnchem1193_CR43","doi-asserted-by":"publisher","first-page":"103","DOI":"10.1021\/ar068185n","volume":"40","author":"JR Nitschke","year":"2007","unstructured":"Nitschke, J. R. Construction, substitution, and sorting of metallo-organic structures via subcomponent self-assembly. Acc. Chem. Res. 40, 103\u2013112 (2007).","journal-title":"Acc. Chem. Res"}],"container-title":["Nature Chemistry"],"original-title":[],"language":"en","link":[{"URL":"http:\/\/www.nature.com\/articles\/nchem.1193.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"http:\/\/www.nature.com\/articles\/nchem.1193","content-type":"text\/html","content-version":"vor","intended-application":"text-mining"},{"URL":"http:\/\/www.nature.com\/articles\/nchem.1193.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2024,4,14]],"date-time":"2024-04-14T11:47:22Z","timestamp":1713095242000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.nature.com\/articles\/nchem.1193"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2011,11,6]]},"references-count":43,"journal-issue":{"issue":"1","published-print":{"date-parts":[[2012,1]]}},"alternative-id":["BFnchem1193"],"URL":"https:\/\/doi.org\/10.1038\/nchem.1193","relation":{},"ISSN":["1755-4330","1755-4349"],"issn-type":[{"value":"1755-4330","type":"print"},{"value":"1755-4349","type":"electronic"}],"subject":[],"published":{"date-parts":[[2011,11,6]]}}}