{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,12,10]],"date-time":"2025-12-10T15:54:32Z","timestamp":1765382072160},"reference-count":50,"publisher":"Wiley","issue":"5","license":[{"start":{"date-parts":[[2018,4,25]],"date-time":"2018-04-25T00:00:00Z","timestamp":1524614400000},"content-version":"am","delay-in-days":274,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#am"},{"start":{"date-parts":[[2017,7,25]],"date-time":"2017-07-25T00:00:00Z","timestamp":1500940800000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"funder":[{"DOI":"10.13039\/100006151","name":"Basic Energy Sciences","doi-asserted-by":"publisher","award":["DESC0001035"],"award-info":[{"award-number":["DESC0001035"]}],"id":[{"id":"10.13039\/100006151","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Photochem &amp; Photobiology"],"published-print":{"date-parts":[[2017,10]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Tolyporphins are tetrapyrrole macrocycles produced by a cyanobacterium\u2010containing culture known as <jats:styled-content style=\"fixed-case\">HT<\/jats:styled-content>\u201058\u20102. Tolyporphins A\u2013J are free base dioxobacteriochlorins, whereas tolyporphin K is an oxochlorin. Here, the photophysical characterization is reported of tolyporphin A and two synthetic analogues, an oxobacteriochlorin and a dioxobacteriochlorin. The characterization (in toluene, diethyl ether, ethyl acetate, dichloromethane, 1\u2010pentanol, 2\u2010butanone, ethanol, methanol, <jats:italic>N,N<\/jats:italic>\u2010dimethylformamide and dimethylsulfoxide) includes static absorption and fluorescence spectra, fluorescence quantum yields and time\u2010resolved data. The data afford the lifetime of the lowest singlet excited state and the yields of the nonradiative decay pathways (intersystem crossing and internal conversion). The three macrocycles exhibit only modest variation in spectroscopic and excited\u2010state photophysical parameters across the solvents. The long\u2010wavelength (Q<jats:sub>y<\/jats:sub>) absorption band of tolyporphin A appears at ~680\u00a0nm and is remarkably narrow (full\u2010width\u2010at\u2010half\u2010maximum ~7\u00a0nm). The position of the long\u2010wavelength (Q<jats:sub>y<\/jats:sub>) absorption band of tolyporphin A (~680\u00a0nm) more closely resembles that of chlorophyll <jats:italic>a<\/jats:italic> (662\u00a0nm) than bacteriochlorophyll <jats:italic>a<\/jats:italic> (772\u00a0nm). The absorption spectra of tolyporphins B\u2013I, K (which were available in minute quantities) are also reported in methanol; the spectra of B\u2013I closely resemble that of tolyporphin A. Taken together, tolyporphin A generally exhibits spectral and photophysical features resembling those of chlorophyll <jats:italic>a<\/jats:italic>.<\/jats:p>","DOI":"10.1111\/php.12781","type":"journal-article","created":{"date-parts":[[2017,4,25]],"date-time":"2017-04-25T07:47:35Z","timestamp":1493106455000},"page":"1204-1215","source":"Crossref","is-referenced-by-count":27,"title":["Photophysical Characterization of the Naturally Occurring Dioxobacteriochlorin Tolyporphin A and Synthetic Oxobacteriochlorin Analogues"],"prefix":"10.1111","volume":"93","author":[{"given":"Don","family":"Hood","sequence":"first","affiliation":[{"name":"Department of Chemistry Washington University St. Louis MO"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Dariusz M.","family":"Niedzwiedzki","sequence":"additional","affiliation":[{"name":"Photosynthetic Antenna Research Center Washington University St. Louis MO"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Ran","family":"Zhang","sequence":"additional","affiliation":[{"name":"Department of Chemistry North Carolina State University Raleigh NC"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Yunlong","family":"Zhang","sequence":"additional","affiliation":[{"name":"Department of Chemistry North Carolina State University Raleigh NC"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Jingqiu","family":"Dai","sequence":"additional","affiliation":[{"name":"Department of Chemistry University of Hawaii at Manoa Honolulu HI"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Eric S.","family":"Miller","sequence":"additional","affiliation":[{"name":"Department of Plant and Microbial Biology North Carolina State University Raleigh NC"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"David F.","family":"Bocian","sequence":"additional","affiliation":[{"name":"Department of Chemistry University of California Riverside CA"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Philip G.","family":"Williams","sequence":"additional","affiliation":[{"name":"Department of Chemistry University of Hawaii at Manoa Honolulu HI"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Jonathan S.","family":"Lindsey","sequence":"additional","affiliation":[{"name":"Department of Chemistry North Carolina State University Raleigh NC"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Dewey","family":"Holten","sequence":"additional","affiliation":[{"name":"Department of Chemistry Washington University St. Louis MO"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2017,7,25]]},"reference":[{"key":"e_1_2_7_2_1","doi-asserted-by":"publisher","DOI":"10.1111\/j.0022-3646.1991.00530.x"},{"key":"e_1_2_7_3_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja00027a072"},{"key":"e_1_2_7_4_1","doi-asserted-by":"publisher","DOI":"10.1002\/(SICI)1521-3773(19990401)38:7<923::AID-ANIE923>3.0.CO;2-7"},{"key":"e_1_2_7_5_1","doi-asserted-by":"publisher","DOI":"10.1002\/(SICI)1521-3773(19990401)38:7<926::AID-ANIE926>3.0.CO;2-W"},{"key":"e_1_2_7_6_1","doi-asserted-by":"publisher","DOI":"10.1021\/ol9902374"},{"key":"e_1_2_7_7_1","first-page":"211","article-title":"Reversal of multiple drug resistance by tolyporphin, a novel cyanobacterial natural product","volume":"6","author":"Smith C. 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