{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,17]],"date-time":"2026-08-17T22:02:07Z","timestamp":1787004127462,"version":"build-2736575974"},"reference-count":36,"publisher":"Springer Science and Business Media LLC","issue":"2","license":[{"start":{"date-parts":[[2019,2,1]],"date-time":"2019-02-01T00:00:00Z","timestamp":1548979200000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.springer.com\/tdm"},{"start":{"date-parts":[[2019,2,1]],"date-time":"2019-02-01T00:00:00Z","timestamp":1548979200000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/www.springer.com\/tdm"}],"funder":[{"DOI":"10.13039\/501100001691","name":"Japan Society for the Promotion of Science","doi-asserted-by":"crossref","award":["JP17H06436"],"award-info":[{"award-number":["JP17H06436"]}],"id":[{"id":"10.13039\/501100001691","id-type":"DOI","asserted-by":"crossref"}]}],"content-domain":{"domain":["link.springer.com"],"crossmark-restriction":false},"short-container-title":["Photochem Photobiol Sci"],"published-print":{"date-parts":[[2019,2]]},"DOI":"10.1039\/c8pp00468d","type":"journal-article","created":{"date-parts":[[2018,12,20]],"date-time":"2018-12-20T04:34:12Z","timestamp":1545280452000},"page":"555-562","update-policy":"https:\/\/doi.org\/10.1007\/springer_crossmark_policy","source":"Crossref","is-referenced-by-count":11,"title":["Heterodimers of zinc and free-base chlorophyll derivatives co-assembled in biomimetic chlorosomal J-aggregates"],"prefix":"10.1007","volume":"18","author":[{"given":"Sunao","family":"Shoji","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yosaku","family":"Nomura","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Hitoshi","family":"Tamiaki","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"297","published-online":{"date-parts":[[2020,10,27]]},"reference":[{"key":"1802030_CR1","volume-title":"Molecular mechanisms of photosynthesis","author":"R E Blankenship","year":"2014","unstructured":"R. E. Blankenship, Molecular mechanisms of photosynthesis, Wiley, West Sussex, 2nd edn, 2014.","edition":"2"},{"key":"1802030_CR2","doi-asserted-by":"publisher","first-page":"249","DOI":"10.1021\/acs.chemrev.6b00002","volume":"117","author":"T Mirkovic","year":"2017","unstructured":"T. Mirkovic, E. E. Ostroumov, J. M. Anna, R. van Grondelle, Govindjee and G. D. Scholes, Light absorption and energy transfer in the antenna complexes of photosynthetic organisms, Chem. Rev., 2017, 117, 249\u2013293.","journal-title":"Chem. Rev."},{"key":"1802030_CR3","doi-asserted-by":"publisher","first-page":"033001","DOI":"10.1088\/1361-6455\/aa9c3c","volume":"51","author":"D A Bryant","year":"2018","unstructured":"D. A. Bryant and D. P. Canniffe, How nature designs light-harvesting antenna systems: design principles and functional realization in chlorophototrophic prokaryotes, J. Phys. B: At., Mol. Opt. Phys., 2018, 51, 033001.","journal-title":"J. Phys. B: At., Mol. Opt. Phys."},{"key":"1802030_CR4","doi-asserted-by":"publisher","first-page":"712","DOI":"10.1021\/acs.chemrev.6b00036","volume":"117","author":"S Kundu","year":"2017","unstructured":"S. Kundu and A. Patra, Nanoscale strategies for light harvesting, Chem. Rev., 2017, 117, 712\u2013757.","journal-title":"Chem. Rev."},{"key":"1802030_CR5","doi-asserted-by":"publisher","first-page":"1700236","DOI":"10.1002\/aenm.201700236","volume":"7","author":"T Brixner","year":"2017","unstructured":"T. Brixner, R. Hildner, J. K\u00f6hler, C. Lambert and F. W\u00fcrthner, Exciton transport in molecular aggregates \u2013 From natural antennas to synthetic chromophore systems, Adv. Energy Mater., 2017, 7, 1700236.","journal-title":"Adv. Energy Mater."},{"key":"1802030_CR6","doi-asserted-by":"crossref","unstructured":"J. Otsuki, Supramolecular approach towards light-harvesting materials based on porphyrins and chlorophylls, J. Mater. Chem. A, 2018, 6, 6710\u20136753.","DOI":"10.1039\/C7TA11274B"},{"key":"1802030_CR7","doi-asserted-by":"crossref","unstructured":"K. M. Smith, Chlorosome chlorophylls (bacteriochlorophylls, c, d, and, e): structures, partial syntheses, and biosynthetic proposals, in, The Porphyrin Handbook, ed. K. M. Kadish, K. M. Smith and R. Guilard, Academic Press, San Diego, 2003, vol. 13, ch. 81, pp. 157\u2013182.","DOI":"10.1016\/B978-0-08-092387-1.50011-4"},{"key":"1802030_CR8","doi-asserted-by":"publisher","first-page":"315","DOI":"10.1007\/s11120-013-9869-3","volume":"116","author":"G S Orf","year":"2013","unstructured":"G. S. Orf and R. E. Blankenship, Chlorosome antenna complexes from green photosynthetic bacteria, Photosynth. Res., 2013, 116, 315\u2013331.","journal-title":"Photosynth. Res."},{"key":"1802030_CR9","doi-asserted-by":"crossref","unstructured":"J. P\u0161enc\u00edk, S. J. Butcher and R. Tuma, Chlorosomes: structure, function and assembly, in, Advances in Photosynthesis and Respiration, ed. M. F. Hohmann-Marriott, Springer, Netherland, 2014, vol. 39, pp. 77\u2013109.","DOI":"10.1007\/978-94-017-8742-0_5"},{"key":"1802030_CR10","doi-asserted-by":"crossref","unstructured":"J. Harada, Y. Shibata, M. Teramura, T. Mizoguchi, Y. Kinoshita, K. Yamamoto and H. Tamiaki, In vivo energy transfer from bacteriochlorophyll, c, d, e, or, f to bacterio-chlorophyll, a in wild-type and mutant cells of the green sulfur bacterium, Chlorobaculum limnaeum, ChemPhotoChem, 2018, 2, 190\u2013195.","DOI":"10.1002\/cptc.201700164"},{"key":"1802030_CR11","doi-asserted-by":"crossref","unstructured":"H. Tamiaki, Supramolecular structure in extramembraneous antennae of green photosynthetic bacteria, Coord. Chem. Rev., 1996, 148, 183\u2013197.","DOI":"10.1016\/0010-8545(95)01188-9"},{"key":"1802030_CR12","doi-asserted-by":"crossref","unstructured":"T. S. Balaban, Tailoring porphyrins and chlorins for self-assembly in biomimetic artificial antenna systems, Acc. Chem. Res., 2005, 38, 612\u2013623.","DOI":"10.1021\/ar040211z"},{"key":"1802030_CR13","doi-asserted-by":"crossref","unstructured":"S. Savikhin, Y. Zhu, R. E. Blankenship and W. S. Struve, Ultrafast energy transfer in chlorosomes from the green photosynthetic bacterium, Chloroflexus aurantiacus, J. Phys. Chem., 1996, 100, 3320\u20133322.","DOI":"10.1021\/jp953734k"},{"key":"1802030_CR14","doi-asserted-by":"crossref","unstructured":"J. P\u0161enc\u00edk, Y.-Z. Ma, J. B. Arellano, J. H\u00e1la and T. Gillbro, Excitation energy transfer dynamics and excited-state structure in chlorosomes of, Chlorobium phaeobacteroides, Biophys. J., 2003, 84, 1161\u20131179.","DOI":"10.1016\/S0006-3495(03)74931-5"},{"key":"1802030_CR15","doi-asserted-by":"publisher","first-page":"15","DOI":"10.1016\/j.jphotochemrev.2010.02.002","volume":"11","author":"Y Saga","year":"2010","unstructured":"Y. Saga, Y. Shibata and H. Tamiaki, Spectral properties of single light-harvesting complexes in bacterial photosynthesis, J. Photochem. Photobiol., C, 2010, 11, 15\u201324.","journal-title":"J. Photochem. Photobiol., C"},{"key":"1802030_CR16","doi-asserted-by":"crossref","unstructured":"J. Martiskainen, J. Linnanto, V. Aumanen, P. Myllyperki\u00f6 and J. Korppi-Tommola, Excitation energy transfer in isolated chlorosomes from, Chlorobaculum tepidum and, Prosthecochloris aestuarii, Photochem. Photobiol., 2012, 88, 675\u2013683.","DOI":"10.1111\/j.1751-1097.2012.01098.x"},{"key":"1802030_CR17","doi-asserted-by":"publisher","first-page":"245","DOI":"10.1007\/s11120-010-9533-0","volume":"104","author":"G T Oostergetel","year":"2010","unstructured":"G. T. Oostergetel, H. van Amerongen and E. J. Boekema, The chlorosome: a prototype for efficient light harvesting in photosynthesis, Photosynth. Res., 2010, 104, 245\u2013255.","journal-title":"Photosynth. Res."},{"key":"1802030_CR18","doi-asserted-by":"publisher","first-page":"705","DOI":"10.1038\/nchem.2525","volume":"8","author":"J Dost\u00e1l","year":"2016","unstructured":"J. Dost\u00e1l, J. P\u0161en\u010d\u00edk and D. Zigmantas, In situ mapping of the energy flow through the entire photosynthetic apparatus, Nat. Chem., 2016, 8, 705\u2013710.","journal-title":"Nat. Chem."},{"key":"1802030_CR19","doi-asserted-by":"publisher","first-page":"92","DOI":"10.1111\/j.1751-1097.1996.tb02997.x","volume":"63","author":"H Tamiaki","year":"1996","unstructured":"H. Tamiaki, M. Amakawa, Y. Shimono, R. Tanikaga, A. R. Holzwarth and K. Schaffner, Synthetic zinc and magnesium chlorin aggregates as models for supramolecular antenna complexes in chlorosomes of green photosynthetic bacteria, Photochem. Photobiol., 1996, 63, 92\u201399.","journal-title":"Photochem. Photobiol."},{"key":"1802030_CR20","doi-asserted-by":"publisher","first-page":"89","DOI":"10.1016\/j.jphotochemrev.2005.06.001","volume":"6","author":"T Miyatake","year":"2005","unstructured":"T. Miyatake and H. Tamiaki, Self-aggregates of bacterio-chlorophylls-c, d and, e in a light-harvesting antenna system of green photosynthetic bacteria: Effect of stereochemistry at the chiral 3-(1-hydroxyethyl) group on the supramolecular arrangement of chlorophyllous pigments, J. Photochem. Photobiol., C, 2005, 6, 89\u2013107.","journal-title":"J. Photochem. Photobiol., C"},{"key":"1802030_CR21","doi-asserted-by":"publisher","first-page":"6542","DOI":"10.1021\/ja0584469","volume":"128","author":"C R\u00f6ger","year":"2006","unstructured":"C. R\u00f6ger, M. G. M\u00fcller, M. Lysetska, Y. Miloslavina, A. R. Holzwarth and F. W\u00fcrthner, Efficient energy transfer from peripheral chromophores to the self-assembled zinc chlorin rod antenna: A bioinspired light-harvesting system to bridge the \u201cGreen Gap\u201d, J. Am. Chem. Soc., 2006, 128, 6542\u20136543.","journal-title":"J. Am. Chem. Soc."},{"key":"1802030_CR22","doi-asserted-by":"publisher","first-page":"5929","DOI":"10.1021\/ja710253q","volume":"130","author":"C R\u00f6ger","year":"2008","unstructured":"C. R\u00f6ger, Y. Miloslavina, D. Brunner, A. R. Holzwarth and F. W\u00fcrthner, Self-assembled zinc chlorin rod antennae powered by peripheral light-harvesting chromophores, J. Am. Chem. Soc., 2008, 130, 5929\u20135939.","journal-title":"J. Am. Chem. Soc."},{"key":"1802030_CR23","doi-asserted-by":"publisher","first-page":"2593","DOI":"10.1016\/j.ccr.2009.12.027","volume":"254","author":"T Miyatake","year":"2010","unstructured":"T. Miyatake and H. Tamiaki, Self-aggregates of natural chlorophylls and their synthetic analogues in aqueous media for making light-harvesting systems, Coord. Chem. Rev., 2010, 254, 2593\u20132602.","journal-title":"Coord. Chem. Rev."},{"key":"1802030_CR24","doi-asserted-by":"publisher","first-page":"5218","DOI":"10.1016\/j.bmcl.2012.06.066","volume":"22","author":"Y Kataoka","year":"2012","unstructured":"Y. Kataoka, Y. Shibata and H. Tamiaki, Supramolecular energy transfer from photoexcited chlorosomal zinc porphyrin self-aggregates to a chlorin or bacteriochlorin monomer as models of main light-harvesting antenna systems in green photosynthetic bacteria, Bioorg. Med. Chem. Lett., 2012, 22, 5218\u20135221.","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"1802030_CR25","doi-asserted-by":"publisher","first-page":"797","DOI":"10.1002\/(SICI)1522-2675(19990609)82:6<797::AID-HLCA797>3.0.CO;2-9","volume":"82","author":"T Miyatake","year":"1999","unstructured":"T. Miyatake, H. Tamiaki, A. R. Holzwarth and K. Schaffner, Self-assembly of synthetic zinc chlorins in aqueous micro-heterogeneous media to an artificial supramolecular light-harvesting device, Helv. Chim. Acta, 1999, 82, 797\u2013810.","journal-title":"Helv. Chim. Acta"},{"key":"1802030_CR26","doi-asserted-by":"publisher","first-page":"15056","DOI":"10.1039\/C6NR02497A","volume":"8","author":"A M Collins","year":"2016","unstructured":"A. M. Collins, J. A. Timlin, S. M. Anthony and G. A. Monta\u00f1o, Amphiphilic block copolymers as flexible membrane materials generating structural and functional mimics of green bacterial antenna complexes, Nanoscale, 2016, 8, 15056\u201315063.","journal-title":"Nanoscale"},{"key":"1802030_CR27","doi-asserted-by":"publisher","first-page":"6427","DOI":"10.1021\/acs.langmuir.7b01761","volume":"33","author":"G S Orf","year":"2017","unstructured":"G. S. Orf, A. M. Collins, D. M. Niedzwiedzki, M. Tank, V. Thiel, A. Kell, D. A. Bryant, G. A. Monta\u00f1o and R. E. Blankenship, Polymer\u2013chlorosome nanocomposites consisting of non-native combinations of self-assembling bacteriochlorophylls, Langmuir, 2017, 33, 6427\u20136438.","journal-title":"Langmuir"},{"key":"1802030_CR28","doi-asserted-by":"publisher","first-page":"514","DOI":"10.1016\/j.dyepig.2018.08.026","volume":"160","author":"S Shoji","year":"2019","unstructured":"S. Shoji and H. Tamiaki, Supramolecular light-harvesting antenna system by co-aggregates of zinc (bacterio)chlorophyll-a derivatives with biomimetic chlorosomal self-assemblies, Dyes Pigm., 2019, 160, 514\u2013518.","journal-title":"Dyes Pigm."},{"key":"1802030_CR29","doi-asserted-by":"publisher","first-page":"772","DOI":"10.1002\/anie.199607721","volume":"35","author":"H Tamiaki","year":"1996","unstructured":"H. Tamiaki, T. Miyatake, R. Tanikaga, A. R. Holzwarth and K. Schaffner, Self-assembly of an artificial light-harvesting antenna: energy transfer from a zinc chlorin to a bacteriochlorin in a supramolecular aggregate, Angew. Chem., Int. Ed. Engl., 1996, 35, 772\u2013774.","journal-title":"Angew. Chem., Int. Ed. Engl."},{"key":"1802030_CR30","doi-asserted-by":"publisher","first-page":"448","DOI":"10.1111\/j.1751-1097.1999.tb03311.x","volume":"69","author":"T Miyatake","year":"1999","unstructured":"T. Miyatake, H. Tamiaki, A. R. Holzwarth and K. Schaffner, Artificial light-harvesting antennae: singlet excitation energy transfer from zinc chlorin aggregate to bacteriochlorin in homogeneous hexane solution, Photochem. Photobiol., 1999, 69, 448\u2013456.","journal-title":"Photochem. Photobiol."},{"key":"1802030_CR31","doi-asserted-by":"publisher","first-page":"5761","DOI":"10.1021\/jp0125754","volume":"106","author":"V I Prokhorenko","year":"2002","unstructured":"V. I. Prokhorenko, A. R. Holzwarth, M. G. M\u00fcller, K. Schaffner, T. Miyatake and H. Tamiaki, Energy transfer in supramolecular artificial antennae units of synthetic zinc chlorins and co-aggregated energy traps. A time-resolved fluorescence study, J. Phys. Chem. B, 2002, 106, 5761\u20135768.","journal-title":"J. Phys. Chem. B"},{"key":"1802030_CR32","doi-asserted-by":"publisher","first-page":"13331","DOI":"10.1002\/chem.201201935","volume":"18","author":"S Shoji","year":"2012","unstructured":"S. Shoji, T. Hashishin and H. Tamiaki, Construction of chlorosomal rod self-aggregates in the solid state on any substrates from synthetic chlorophyll derivatives possessing an oligomethylene chain at the 17-propionate residue, Chem. \u2013 Eur. J., 2012, 18, 13331\u201313341.","journal-title":"Chem. \u2013 Eur. J."},{"key":"1802030_CR33","doi-asserted-by":"publisher","first-page":"3650","DOI":"10.1021\/acs.nanolett.6b00781","volume":"16","author":"S Shoji","year":"2016","unstructured":"S. Shoji, T. Ogawa, T. Hashishin, S. Ogasawara, H. Watanabe, H. Usami and H. Tamiaki, Nanotubes of biomimetic supramolecules constructed by synthetic metal chlorophyll derivatives, Nano Lett., 2016, 16, 3650\u20133654.","journal-title":"Nano Lett."},{"key":"1802030_CR34","doi-asserted-by":"publisher","first-page":"2101","DOI":"10.1016\/S0957-4166(98)00199-2","volume":"9","author":"H Tamiaki","year":"1998","unstructured":"H. Tamiaki, M. Kouraba, K. Takeda, S. Kondo and R. Tanikaga, Asymmetric synthesis of methyl bacteriopheo-phorbide-d and analogues by stereoselective reduction of the 3-acetyl to the 3-(1-hydroxyethyl) group, Tetrahedron: Asymmetry, 1998, 9, 2101\u20132111.","journal-title":"Tetrahedron: Asymmetry"},{"key":"1802030_CR35","doi-asserted-by":"publisher","first-page":"2171","DOI":"10.1016\/S0968-0896(98)00154-0","volume":"6","author":"H Tamiaki","year":"1998","unstructured":"H. Tamiaki, S. Yagai and T. Miyatake, Synthetic zinc tetrapyrroles complexing with pyridine as a single axial ligand, Bioorg. Med. Chem., 1998, 6, 2171\u20132178.","journal-title":"Bioorg. Med. Chem."},{"key":"1802030_CR36","doi-asserted-by":"publisher","first-page":"121","DOI":"10.1111\/php.12173","volume":"90","author":"H Tamiaki","year":"2014","unstructured":"H. Tamiaki, K. Fukai, H. Shimazu and S. Shoji, Synthesis of zinc chlorophyll homo\/hetero-dyads and their folded conformers with porphyrin, chlorin, and bacteriochlorin \u03c0-systems, Photochem. Photobiol., 2014, 90, 121\u2013128.","journal-title":"Photochem. Photobiol."}],"container-title":["Photochemical &amp; Photobiological Sciences"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/link.springer.com\/content\/pdf\/10.1039\/c8pp00468d.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/link.springer.com\/article\/10.1039\/c8pp00468d\/fulltext.html","content-type":"text\/html","content-version":"vor","intended-application":"text-mining"},{"URL":"http:\/\/pubs.rsc.org\/en\/content\/articlepdf\/2019\/PP\/C8PP00468D","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"},{"URL":"https:\/\/link.springer.com\/content\/pdf\/10.1039\/c8pp00468d.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2022,11,2]],"date-time":"2022-11-02T11:33:47Z","timestamp":1667388827000},"score":1,"resource":{"primary":{"URL":"https:\/\/link.springer.com\/10.1039\/c8pp00468d"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2019,2]]},"references-count":36,"journal-issue":{"issue":"2","published-print":{"date-parts":[[2019,2]]}},"alternative-id":["1802030"],"URL":"https:\/\/doi.org\/10.1039\/c8pp00468d","relation":{},"ISSN":["1474-905X","1474-9092"],"issn-type":[{"value":"1474-905X","type":"print"},{"value":"1474-9092","type":"electronic"}],"subject":[],"published":{"date-parts":[[2019,2]]},"assertion":[{"value":"19 October 2018","order":1,"name":"received","label":"Received","group":{"name":"ArticleHistory","label":"Article History"}},{"value":"19 December 2018","order":2,"name":"accepted","label":"Accepted","group":{"name":"ArticleHistory","label":"Article History"}},{"value":"27 October 2020","order":3,"name":"first_online","label":"First Online","group":{"name":"ArticleHistory","label":"Article History"}}]}}