{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,13]],"date-time":"2025-10-13T00:31:38Z","timestamp":1760315498660,"version":"build-2065373602"},"reference-count":54,"publisher":"Wiley","issue":"37","license":[{"start":{"date-parts":[[2021,5,17]],"date-time":"2021-05-17T00:00:00Z","timestamp":1621209600000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100004587","name":"Instituto de Salud Carlos III","doi-asserted-by":"publisher","award":["PI18\/00708"],"award-info":[{"award-number":["PI18\/00708"]}],"id":[{"id":"10.13039\/501100004587","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["chemistry-europe.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Chemistry A European J"],"published-print":{"date-parts":[[2021,7,2]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>In the endeavor of extending the clinical use of photodynamic therapy (PDT) for the treatment of superficial cancers and other neoplastic diseases, deeper knowledge and control of the subcellular processes that determine the response of photosensitizers (PS) are needed. Recent strategies in this direction involve the use of activatable and nanostructured PS. Here, both capacities have been tuned in two dendritic zinc(II) phthalocyanine (ZnPc) derivatives, either asymmetrically or symmetrically substituted with 3 and 12 copies of the carbohydrate sialic acid (SA), respectively. Interestingly, the amphiphilic ZnPc\u2010SA biohybrid (<jats:bold>1<\/jats:bold>) self\u2010assembles into well\u2010defined nanoaggregates in aqueous solution, facilitating cellular internalization and transport whereas the PS remains inactive. Within the cells, these nanostructured hybrids localize in the lysosomes, as usually happens for anionic and hydrophilic aggregated PS. Yet, in contrast to most of them (e.\u2009g., compound <jats:bold>2<\/jats:bold>), hybrid <jats:bold>1<\/jats:bold> recovers the capacity for photoinduced ROS generation within the target organelles due to its amphiphilic character; this allows disruption of aggregation when the compound is inserted into the lysosomal membrane, with the concomitant highly efficient PDT response.<\/jats:p>","DOI":"10.1002\/chem.202100681","type":"journal-article","created":{"date-parts":[[2021,4,8]],"date-time":"2021-04-08T22:31:00Z","timestamp":1617921060000},"page":"9634-9642","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":11,"title":["Tuning the Nanoaggregates of Sialylated Biohybrid Photosensitizers for Intracellular Activation of the Photodynamic Response"],"prefix":"10.1002","volume":"27","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-3432-3276","authenticated-orcid":false,"given":"Ver\u00f3nica","family":"Almeida\u2010Marrero","sequence":"first","affiliation":[{"name":"Department of Organic Chemistry \/ SIdI (MJVA) Universidad Aut\u00f3noma de Madrid  Campus de Cantoblanco 28049 Madrid Spain"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9677-921X","authenticated-orcid":false,"given":"Marta","family":"Mascaraque","sequence":"additional","affiliation":[{"name":"Departamento de Biolog\u00eda Universidad Aut\u00f3noma de Madrid  Campus de Cantoblanco 28049 Madrid Spain"},{"name":"Instituto Ram\u00f3n y Cajal de Investigaciones Sanitarias (IRYCIS)  28034 Madrid Spain"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Mar\u00eda","family":"Jes\u00fas Vicente\u2010Arana","sequence":"additional","affiliation":[{"name":"Department of Organic Chemistry \/ SIdI (MJVA) Universidad Aut\u00f3noma de Madrid  Campus de Cantoblanco 28049 Madrid Spain"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-6574-2887","authenticated-orcid":false,"given":"\u00c1ngeles","family":"Juarranz","sequence":"additional","affiliation":[{"name":"Departamento de Biolog\u00eda Universidad Aut\u00f3noma de Madrid  Campus de Cantoblanco 28049 Madrid Spain"},{"name":"Instituto Ram\u00f3n y Cajal de Investigaciones Sanitarias (IRYCIS)  28034 Madrid Spain"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9335-6935","authenticated-orcid":false,"given":"Tom\u00e1s","family":"Torres","sequence":"additional","affiliation":[{"name":"Department of Organic Chemistry \/ SIdI (MJVA) Universidad Aut\u00f3noma de Madrid  Campus de Cantoblanco 28049 Madrid Spain"},{"name":"Institute for Advanced Research in Chemistry (IAdChem)  Campus de Cantoblanco 28049 Madrid Spain"},{"name":"IMDEA Nanoscience  Campus de Cantoblanco 28049 Madrid Spain"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Andr\u00e9s","family":"de la Escosura","sequence":"additional","affiliation":[{"name":"Department of Organic Chemistry \/ SIdI (MJVA) Universidad Aut\u00f3noma de Madrid  Campus de Cantoblanco 28049 Madrid Spain"},{"name":"Institute for Advanced Research in Chemistry (IAdChem)  Campus de Cantoblanco 28049 Madrid Spain"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2021,5,17]]},"reference":[{"key":"e_1_2_9_1_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.5b00588"},{"key":"e_1_2_9_2_1","doi-asserted-by":"publisher","DOI":"10.1021\/cr4000072"},{"key":"e_1_2_9_3_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201906206"},{"key":"e_1_2_9_3_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201906206"},{"key":"e_1_2_9_4_1","doi-asserted-by":"publisher","DOI":"10.1039\/C7CS00554G"},{"key":"e_1_2_9_5_1","doi-asserted-by":"publisher","DOI":"10.1002\/tcr.20139"},{"key":"e_1_2_9_6_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41467-019-11542-w"},{"key":"e_1_2_9_7_1","doi-asserted-by":"publisher","DOI":"10.1093\/jnci\/90.12.889"},{"key":"e_1_2_9_8_1","doi-asserted-by":"publisher","DOI":"10.1021\/cr900236h"},{"key":"e_1_2_9_9_1","doi-asserted-by":"publisher","DOI":"10.1039\/C9CS00129H"},{"key":"e_1_2_9_10_1","doi-asserted-by":"publisher","DOI":"10.1021\/je2010215"},{"key":"e_1_2_9_11_1","doi-asserted-by":"publisher","DOI":"10.1016\/B978-0-08-092391-8.50009-1"},{"key":"e_1_2_9_12_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201806551"},{"key":"e_1_2_9_12_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201806551"},{"key":"e_1_2_9_13_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201605285"},{"key":"e_1_2_9_14_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.8b12167"},{"key":"e_1_2_9_15_1","doi-asserted-by":"publisher","DOI":"10.1039\/D0CC01916J"},{"key":"e_1_2_9_16_1","doi-asserted-by":"publisher","DOI":"10.1021\/cr000407m"},{"key":"e_1_2_9_17_1","doi-asserted-by":"publisher","DOI":"10.1517\/17425247.2011.577061"},{"key":"e_1_2_9_18_1","doi-asserted-by":"publisher","DOI":"10.1038\/nchembio.1696"},{"key":"e_1_2_9_19_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41467-017-01706-x"},{"key":"e_1_2_9_20_1","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.1809667116"},{"key":"e_1_2_9_21_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja111201c"},{"key":"e_1_2_9_22_1","doi-asserted-by":"publisher","DOI":"10.1021\/cn3002015"},{"key":"e_1_2_9_23_1","doi-asserted-by":"publisher","DOI":"10.1002\/smll.201701828"},{"key":"e_1_2_9_24_1","doi-asserted-by":"publisher","DOI":"10.1002\/asia.201900031"},{"key":"e_1_2_9_25_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.5b00244"},{"key":"e_1_2_9_26_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2004.12.137"},{"key":"e_1_2_9_27_1","doi-asserted-by":"publisher","DOI":"10.1021\/jm061415j"},{"key":"e_1_2_9_28_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201903546"},{"key":"e_1_2_9_29_1","doi-asserted-by":"publisher","DOI":"10.1039\/b802212g"},{"key":"e_1_2_9_30_1","doi-asserted-by":"publisher","DOI":"10.1021\/jo100362n"},{"key":"e_1_2_9_31_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2011.08.028"},{"key":"e_1_2_9_32_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.pdpdt.2012.11.009"},{"key":"e_1_2_9_33_1","doi-asserted-by":"publisher","DOI":"10.2174\/15701794113106660089"},{"key":"e_1_2_9_34_1","doi-asserted-by":"publisher","DOI":"10.1039\/C6CS00165C"},{"key":"e_1_2_9_35_1","doi-asserted-by":"publisher","DOI":"10.1038\/nchem.2387"},{"key":"e_1_2_9_36_1","doi-asserted-by":"publisher","DOI":"10.1002\/cbic.201200471"},{"key":"e_1_2_9_37_1","doi-asserted-by":"publisher","DOI":"10.1021\/jo4012392"},{"key":"e_1_2_9_38_1","doi-asserted-by":"publisher","DOI":"10.1021\/ma052448w"},{"key":"e_1_2_9_39_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.jphotobiol.2011.11.007"},{"key":"e_1_2_9_40_1","doi-asserted-by":"publisher","DOI":"10.1002\/(SICI)1099-1409(199803\/04)2:2<145::AID-JPP60>3.0.CO;2-2"},{"key":"e_1_2_9_41_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.molpharmaceut.8b00649"},{"key":"e_1_2_9_42_1","doi-asserted-by":"publisher","DOI":"10.7150\/thno.18861"},{"key":"e_1_2_9_43_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.pdpdt.2017.06.001"},{"key":"e_1_2_9_44_1","doi-asserted-by":"publisher","DOI":"10.1111\/jdv.16017"},{"key":"e_1_2_9_45_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41598-017-06788-7"},{"key":"e_1_2_9_46_1","doi-asserted-by":"publisher","DOI":"10.1039\/C8TB01602J"},{"key":"e_1_2_9_47_1","doi-asserted-by":"publisher","DOI":"10.1021\/cr900181u"},{"key":"e_1_2_9_48_1","doi-asserted-by":"publisher","DOI":"10.1039\/B809359H"},{"key":"e_1_2_9_49_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.200902415"},{"key":"e_1_2_9_50_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201202367"},{"key":"e_1_2_9_51_1","doi-asserted-by":"publisher","DOI":"10.1093\/oso\/9780198539421.001.0001"},{"key":"e_1_2_9_52_1","doi-asserted-by":"publisher","DOI":"10.1088\/1742-6596\/733\/1\/012039"}],"container-title":["Chemistry \u2013 A European Journal"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/chem.202100681","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/full-xml\/10.1002\/chem.202100681","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/chem.202100681","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,12]],"date-time":"2025-10-12T11:25:36Z","timestamp":1760268336000},"score":1,"resource":{"primary":{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/10.1002\/chem.202100681"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2021,5,17]]},"references-count":54,"journal-issue":{"issue":"37","published-print":{"date-parts":[[2021,7,2]]}},"alternative-id":["10.1002\/chem.202100681"],"URL":"https:\/\/doi.org\/10.1002\/chem.202100681","archive":["Portico"],"relation":{},"ISSN":["0947-6539","1521-3765"],"issn-type":[{"type":"print","value":"0947-6539"},{"type":"electronic","value":"1521-3765"}],"subject":[],"published":{"date-parts":[[2021,5,17]]},"assertion":[{"value":"2021-02-24","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2021-05-17","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}]}}