{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,7]],"date-time":"2026-09-07T22:54:06Z","timestamp":1788821646783,"version":"build-2803163510"},"reference-count":32,"publisher":"Elsevier BV","license":[{"start":{"date-parts":[[2020,7,1]],"date-time":"2020-07-01T00:00:00Z","timestamp":1593561600000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/tdm\/userlicense\/1.0\/"},{"start":{"date-parts":[[2020,7,1]],"date-time":"2020-07-01T00:00:00Z","timestamp":1593561600000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/legal\/tdmrep-license"}],"funder":[{"DOI":"10.13039\/501100011929","name":"Programa Operacional Tem\u00e1tico Factores de Competitividade","doi-asserted-by":"publisher","id":[{"id":"10.13039\/501100011929","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001871","name":"Funda\u00e7\u00e3o para a Ci\u00eancia e a Tecnologia","doi-asserted-by":"publisher","award":["5079\/2019"],"award-info":[{"award-number":["5079\/2019"]}],"id":[{"id":"10.13039\/501100001871","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001871","name":"Funda\u00e7\u00e3o para a Ci\u00eancia e a Tecnologia","doi-asserted-by":"publisher","award":["MIT-EXPL\/BIO\/0008\/2017"],"award-info":[{"award-number":["MIT-EXPL\/BIO\/0008\/2017"]}],"id":[{"id":"10.13039\/501100001871","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001871","name":"Funda\u00e7\u00e3o para a Ci\u00eancia e a Tecnologia","doi-asserted-by":"publisher","award":["TC-15\/17"],"award-info":[{"award-number":["TC-15\/17"]}],"id":[{"id":"10.13039\/501100001871","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001871","name":"Funda\u00e7\u00e3o para a Ci\u00eancia e a Tecnologia","doi-asserted-by":"publisher","award":["P2020-PTDC\/QUI-QOR\/31770\/2017"],"award-info":[{"award-number":["P2020-PTDC\/QUI-QOR\/31770\/2017"]}],"id":[{"id":"10.13039\/501100001871","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001871","name":"Funda\u00e7\u00e3o para a Ci\u00eancia e a Tecnologia","doi-asserted-by":"publisher","award":["SFRH\/BD\/122953\/2016"],"award-info":[{"award-number":["SFRH\/BD\/122953\/2016"]}],"id":[{"id":"10.13039\/501100001871","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001871","name":"Funda\u00e7\u00e3o para a Ci\u00eancia e a Tecnologia","doi-asserted-by":"publisher","award":["UIDB\/50006\/2020"],"award-info":[{"award-number":["UIDB\/50006\/2020"]}],"id":[{"id":"10.13039\/501100001871","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001871","name":"Funda\u00e7\u00e3o para a Ci\u00eancia e a Tecnologia","doi-asserted-by":"publisher","award":["IF\/00959\/2015"],"award-info":[{"award-number":["IF\/00959\/2015"]}],"id":[{"id":"10.13039\/501100001871","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001871","name":"Funda\u00e7\u00e3o para a Ci\u00eancia e a Tecnologia","doi-asserted-by":"publisher","award":["SFRH\/BD\/145106\/2019"],"award-info":[{"award-number":["SFRH\/BD\/145106\/2019"]}],"id":[{"id":"10.13039\/501100001871","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001871","name":"Funda\u00e7\u00e3o para a Ci\u00eancia e a Tecnologia","doi-asserted-by":"publisher","award":["PINFRA\/22161\/2016"],"award-info":[{"award-number":["PINFRA\/22161\/2016"]}],"id":[{"id":"10.13039\/501100001871","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001871","name":"Funda\u00e7\u00e3o para a Ci\u00eancia e a Tecnologia","doi-asserted-by":"publisher","award":["P2020-PTDC\/QEQ-SUP\/5355\/2014"],"award-info":[{"award-number":["P2020-PTDC\/QEQ-SUP\/5355\/2014"]}],"id":[{"id":"10.13039\/501100001871","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001871","name":"Funda\u00e7\u00e3o para a Ci\u00eancia e a Tecnologia","doi-asserted-by":"publisher","award":["047-88-ARH\/2018"],"award-info":[{"award-number":["047-88-ARH\/2018"]}],"id":[{"id":"10.13039\/501100001871","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001871","name":"Funda\u00e7\u00e3o para a Ci\u00eancia e a Tecnologia","doi-asserted-by":"publisher","award":["UIDB\/00100\/2020"],"award-info":[{"award-number":["UIDB\/00100\/2020"]}],"id":[{"id":"10.13039\/501100001871","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001871","name":"Funda\u00e7\u00e3o para a Ci\u00eancia e a Tecnologia","doi-asserted-by":"publisher","award":["UIDB\/00709\/2020"],"award-info":[{"award-number":["UIDB\/00709\/2020"]}],"id":[{"id":"10.13039\/501100001871","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001871","name":"Funda\u00e7\u00e3o para a Ci\u00eancia e a Tecnologia","doi-asserted-by":"publisher","award":["UTAP-EXPL\/NTec\/0015\/2017"],"award-info":[{"award-number":["UTAP-EXPL\/NTec\/0015\/2017"]}],"id":[{"id":"10.13039\/501100001871","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100018886","name":"Laborat\u00f3rio Associado para a Qu\u00edmica Verde","doi-asserted-by":"publisher","id":[{"id":"10.13039\/501100018886","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100007396","name":"Minist\u00e9rio da Ci\u00eancia e Tecnologia","doi-asserted-by":"publisher","id":[{"id":"10.13039\/501100007396","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100008530","name":"European Regional Development Fund","doi-asserted-by":"publisher","id":[{"id":"10.13039\/501100008530","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100004895","name":"European Social Fund","doi-asserted-by":"publisher","award":["MIT-EXPL\/BIO\/0008\/2017"],"award-info":[{"award-number":["MIT-EXPL\/BIO\/0008\/2017"]}],"id":[{"id":"10.13039\/501100004895","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100004895","name":"European Social Fund","doi-asserted-by":"publisher","award":["5079\/2019"],"award-info":[{"award-number":["5079\/2019"]}],"id":[{"id":"10.13039\/501100004895","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["elsevier.com","sciencedirect.com"],"crossmark-restriction":true},"short-container-title":["Bioorganic Chemistry"],"published-print":{"date-parts":[[2020,7]]},"DOI":"10.1016\/j.bioorg.2020.103920","type":"journal-article","created":{"date-parts":[[2020,5,7]],"date-time":"2020-05-07T11:40:47Z","timestamp":1588851647000},"page":"103920","update-policy":"https:\/\/doi.org\/10.1016\/elsevier_cm_policy","source":"Crossref","is-referenced-by-count":47,"special_numbering":"C","title":["Phthalocyanines for G-quadruplex aptamers binding"],"prefix":"10.1016","volume":"100","author":[{"given":"J\u00e9ssica","family":"Lopes-Nunes","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Josu\u00e9","family":"Carvalho","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Joana","family":"Figueiredo","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Catarina I.V.","family":"Ramos","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Leandro M.O.","family":"Louren\u00e7o","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jo\u00e3o P.C.","family":"Tom\u00e9","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Maria G.P.M.S.","family":"Neves","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jean-Louis","family":"Mergny","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jo\u00e3o A.","family":"Queiroz","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Gilmar F.","family":"Salgado","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Carla","family":"Cruz","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"78","reference":[{"key":"10.1016\/j.bioorg.2020.103920_b0005","doi-asserted-by":"crossref","first-page":"123","DOI":"10.1016\/j.trechm.2019.07.002","article-title":"The structure and function of DNA G-quadruplexes","volume":"2","author":"Spiegel","year":"2020","journal-title":"Trends Chem."},{"key":"10.1016\/j.bioorg.2020.103920_b0010","doi-asserted-by":"crossref","first-page":"261","DOI":"10.1038\/nrd3428","article-title":"Targeting G-quadruplexes in gene promoters: a novel anticancer strategy?","volume":"10","author":"Balasubramanian","year":"2011","journal-title":"Nat. Rev. Drug Discov."},{"key":"10.1016\/j.bioorg.2020.103920_b0015","doi-asserted-by":"crossref","DOI":"10.1021\/jm050555a","article-title":"Trisubstituted acridines as G-quadruplex telomere targeting agents. Effects of extensions of the 3,6- and 9-side chains on quadruplex binding, telomerase activity, and cell proliferation","author":"Moore","year":"2006","journal-title":"J. Med. Chem."},{"key":"10.1016\/j.bioorg.2020.103920_b0020","doi-asserted-by":"crossref","DOI":"10.1021\/ja984153m","article-title":"Interactions of TMPyP4 and TMPyP2 with quadruplex DNA. Structural basis for the differential effects on telomerase inhibition","author":"Han","year":"1999","journal-title":"J. Am. Chem. Soc."},{"key":"10.1016\/j.bioorg.2020.103920_b0025","doi-asserted-by":"crossref","DOI":"10.1016\/j.ijbiomac.2011.07.004","article-title":"Influence of pH, temperature and the cationic porphyrin TMPyP4 on the stability of the i-motif formed by the 5\u2019-(C3TA2)4\u20133\u2019 sequence of the human telomere","author":"Fern\u00e1ndez","year":"2011","journal-title":"Int. J. Biol. Macromol."},{"key":"10.1016\/j.bioorg.2020.103920_b0030","doi-asserted-by":"crossref","first-page":"1310","DOI":"10.1016\/j.biochi.2011.06.008","article-title":"Improvement of porphyrins for G-quadruplex DNA targeting","volume":"93","author":"Romera","year":"2011","journal-title":"Biochimie"},{"key":"10.1016\/j.bioorg.2020.103920_b0035","article-title":"Selective binding of a bioactive porphyrin-based photosensitizer to the G-quadruplex from the KRAS oncogene promoter","author":"Caterino","year":"2019","journal-title":"Int. J. Biol. Macromol."},{"key":"10.1016\/j.bioorg.2020.103920_b0040","doi-asserted-by":"crossref","DOI":"10.3390\/molecules24132416","article-title":"G-quadruplex-based fluorescent turn-on ligands and aptamers: From development to applications","author":"Umar","year":"2019","journal-title":"Molecules"},{"key":"10.1016\/j.bioorg.2020.103920_b0045","doi-asserted-by":"crossref","first-page":"6203","DOI":"10.1039\/c2cc31037f","article-title":"Phthalocyanines: a new class of G-quadruplex-ligands with many potential applications","volume":"48","author":"Yaku","year":"2012","journal-title":"Chem. Commun. (Camb)"},{"key":"10.1016\/j.bioorg.2020.103920_b0050","doi-asserted-by":"crossref","first-page":"733","DOI":"10.3390\/molecules24040733","article-title":"Multicharged phthalocyanines as selective ligands for G-Quadruplex DNA structures","volume":"24","author":"Ramos","year":"2019","journal-title":"Molecules"},{"key":"10.1016\/j.bioorg.2020.103920_b0055","doi-asserted-by":"crossref","first-page":"4685","DOI":"10.1039\/B611731G","article-title":"Tetramethylpyridiniumporphyrazines\u2014a new class of G-quadruplex inducing and stabilising ligands","author":"Gon\u00e7alves","year":"2006","journal-title":"Chem. Commun."},{"key":"10.1016\/j.bioorg.2020.103920_b0060","doi-asserted-by":"crossref","first-page":"775","DOI":"10.1002\/cbic.200600554","article-title":"Quaternary ammonium zinc phthalocyanine: inhibiting telomerase by stabilizing G quadruplexes and inducing G-Quadruplex structure transition and formation","volume":"8","author":"Ren","year":"2007","journal-title":"ChemBioChem"},{"key":"10.1016\/j.bioorg.2020.103920_b0065","article-title":"Synthesis and evaluation of cationic phthalocyanine derivatives as potential inhibitors of telomerase","author":"Zhang","year":"2008","journal-title":"Bioorg. Med. Chem."},{"key":"10.1016\/j.bioorg.2020.103920_b0070","doi-asserted-by":"crossref","DOI":"10.1016\/j.ijbiomac.2018.03.135","article-title":"Carbazole ligands as c-myc G-quadruplex binders","author":"G\u0142uszy\u0144ska","year":"2018","journal-title":"Int. J. Biol. Macromol."},{"key":"10.1016\/j.bioorg.2020.103920_b0075","doi-asserted-by":"crossref","first-page":"9362","DOI":"10.1002\/anie.200903685","article-title":"Guanidinium-modified phthalocyanines as high-affinity G-quadruplex fluorescent probes and transcriptional regulators","volume":"48","author":"Alzeer","year":"2009","journal-title":"Angew. Chem. \u2013 Int. Ed."},{"key":"10.1016\/j.bioorg.2020.103920_b0080","doi-asserted-by":"crossref","first-page":"26369","DOI":"10.1074\/jbc.274.37.26369","article-title":"Antiproliferative activity of G-rich oligonucleotides correlates with protein binding","volume":"274","author":"Bates","year":"1999","journal-title":"J. Biol. Chem."},{"key":"10.1016\/j.bioorg.2020.103920_b0085","article-title":"Therapeutic applications of AS1411 aptamer, an update review","author":"Yazdian-Robati","year":"2019","journal-title":"Int. J. Biol. Macromol."},{"key":"10.1016\/j.bioorg.2020.103920_b0090","first-page":"1414","article-title":"G-quadruplex oligonucleotide AS1411 as a cancer-targeting agent: Uses and mechanisms","volume":"2017","author":"Bates","year":"1861","journal-title":"Biochim. Biophys. Acta \u2013 Gen. Subj."},{"key":"10.1016\/j.bioorg.2020.103920_b0095","doi-asserted-by":"crossref","first-page":"4877","DOI":"10.1093\/nar\/gkq166","article-title":"Resolution and characterization of the structural polymorphism of a single quadruplex-forming sequence","volume":"38","author":"Dailey","year":"2010","journal-title":"Nucleic Acids Res."},{"key":"10.1016\/j.bioorg.2020.103920_b0100","doi-asserted-by":"crossref","first-page":"7487","DOI":"10.1093\/nar\/gkx274","article-title":"G-quadruplex structure of an anti-proliferative DNA sequence","volume":"45","author":"Do","year":"2017","journal-title":"Nucleic Acids Res."},{"key":"10.1016\/j.bioorg.2020.103920_b0105","doi-asserted-by":"crossref","first-page":"118511","DOI":"10.1016\/j.ijpharm.2019.118511","article-title":"AS1411 derivatives as carriers of G-quadruplex ligands for cervical cancer cells","volume":"568","author":"Figueiredo","year":"2019","journal-title":"Int. J. Pharm."},{"key":"10.1016\/j.bioorg.2020.103920_b0110","doi-asserted-by":"crossref","first-page":"2992","DOI":"10.1039\/C9OB00318E","article-title":"Aptamer-guided acridine derivatives for cervical cancer","volume":"17","author":"Carvalho","year":"2019","journal-title":"Org. Biomol. Chem."},{"issue":"10","key":"10.1016\/j.bioorg.2020.103920_b0115","doi-asserted-by":"crossref","first-page":"1853","DOI":"10.1039\/c5pp00145e","article-title":"Inverted methoxypyridinium phthalocyanines for PDI of pathogenic bacteria","volume":"14","author":"Louren\u00e7o","year":"2015","journal-title":"Photochem. Photobiol. Sci."},{"key":"10.1016\/j.bioorg.2020.103920_b0120","doi-asserted-by":"crossref","first-page":"537","DOI":"10.1111\/j.1751-1097.2012.01113.x","article-title":"Phthalocyanine thio-pyridinium derivatives as antibacterial photosensitizers","volume":"88","author":"Pereira","year":"2012","journal-title":"Photochem. Photobiol."},{"key":"10.1016\/j.bioorg.2020.103920_b0125","doi-asserted-by":"crossref","first-page":"1605","DOI":"10.1002\/jcc.20084","article-title":"UCSF Chimera\u2013a visualization system for exploratory research and analysis","volume":"25","author":"Pettersen","year":"2004","journal-title":"J. Comput. Chem."},{"key":"10.1016\/j.bioorg.2020.103920_b0130","doi-asserted-by":"crossref","first-page":"2785","DOI":"10.1002\/jcc.21256","article-title":"AutoDock4 and AutoDockTools4: Automated docking with selective receptor flexibility","volume":"30","author":"Morris","year":"2009","journal-title":"J. Comput. Chem."},{"key":"10.1016\/j.bioorg.2020.103920_b0135","doi-asserted-by":"crossref","first-page":"7171","DOI":"10.1002\/anie.201709184","article-title":"G-quadruplex secondary structure obtained from circular dichroism spectroscopy","volume":"57","author":"del Villar-Guerra","year":"2018","journal-title":"Angew. Chem. - Int. Ed."},{"key":"10.1016\/j.bioorg.2020.103920_b0140","doi-asserted-by":"crossref","DOI":"10.1021\/ja901892u","article-title":"A small molecule that disrupts G-quadruplex DNA structure and enhances gene expression","author":"Waller","year":"2009","journal-title":"J. Am. Chem. Soc."},{"key":"10.1016\/j.bioorg.2020.103920_b0145","doi-asserted-by":"crossref","DOI":"10.1038\/s41598-017-11413-8","article-title":"Interaction between G-Quadruplex and zinc cationic porphyrin: the role of the axial water","volume":"7","author":"Yao","year":"2017","journal-title":"Sci. Rep."},{"key":"10.1016\/j.bioorg.2020.103920_b0150","doi-asserted-by":"crossref","first-page":"3292","DOI":"10.1039\/C8AN00116B","article-title":"The mechanism and regularity of quenching the effect of bases on fluorophores: The base-quenched probe method","volume":"143","author":"Mao","year":"2018","journal-title":"Analyst"},{"key":"10.1016\/j.bioorg.2020.103920_b0155","doi-asserted-by":"crossref","first-page":"2903","DOI":"10.1016\/j.bpj.2015.05.001","article-title":"Dominant driving forces in human telomere quadruplex binding-induced structural alterations","volume":"108","author":"Bon\u010dina","year":"2015","journal-title":"Biophys. J."},{"key":"10.1016\/j.bioorg.2020.103920_b0160","doi-asserted-by":"crossref","first-page":"4339","DOI":"10.1021\/bi9020583","article-title":"PH-mediated fluorescence and G-quadruplex binding of amido phthalocyanines","volume":"49","author":"Alzeer","year":"2010","journal-title":"Biochemistry"}],"container-title":["Bioorganic Chemistry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0045206820302194?httpAccept=text\/xml","content-type":"text\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0045206820302194?httpAccept=text\/plain","content-type":"text\/plain","content-version":"vor","intended-application":"text-mining"}],"deposited":{"date-parts":[[2026,4,29]],"date-time":"2026-04-29T11:51:54Z","timestamp":1777463514000},"score":1,"resource":{"primary":{"URL":"https:\/\/linkinghub.elsevier.com\/retrieve\/pii\/S0045206820302194"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2020,7]]},"references-count":32,"alternative-id":["S0045206820302194"],"URL":"https:\/\/doi.org\/10.1016\/j.bioorg.2020.103920","relation":{},"ISSN":["0045-2068"],"issn-type":[{"value":"0045-2068","type":"print"}],"subject":[],"published":{"date-parts":[[2020,7]]},"assertion":[{"value":"Elsevier","name":"publisher","label":"This article is maintained by"},{"value":"Phthalocyanines for G-quadruplex aptamers binding","name":"articletitle","label":"Article Title"},{"value":"Bioorganic Chemistry","name":"journaltitle","label":"Journal Title"},{"value":"https:\/\/doi.org\/10.1016\/j.bioorg.2020.103920","name":"articlelink","label":"CrossRef DOI link to publisher maintained version"},{"value":"article","name":"content_type","label":"Content Type"},{"value":"\u00a9 2020 Elsevier Inc. All rights reserved.","name":"copyright","label":"Copyright"}],"article-number":"103920"}}