{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,23]],"date-time":"2026-07-23T03:13:57Z","timestamp":1784776437700,"version":"3.55.0"},"reference-count":55,"publisher":"World Scientific Pub Co Pte Lt","issue":"10n11","content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["J. Porphyrins Phthalocyanines"],"published-print":{"date-parts":[[2014,10]]},"abstract":"<jats:p> A series of pegylated cis-A<jats:sub>2<\/jats:sub>B<jats:sub>2<\/jats:sub>- or A<jats:sub>3<\/jats:sub>B-type ZnPcs , substituted on the \u03b1-positions with tri(ethylene glycol) and hydroxyl groups, were synthesized from a new bis-phthalonitrile. A clamshell-type bis-phthalocyanine was also obtained as a byproduct. The hydroxyl group of one ZnPc was alkylated with 3-dimethylaminopropyl chloride to afford a pegylated ZnPc functionalized with an amine group. All mononuclear ZnPcs were soluble in polar organic solvents, showed intense Q absorptions in DMF, and had fluorescence quantum yields in the range 0.10\u20130.23. The clamshell-type bis-phthalocyanine adopts mainly open shell conformations in DMF, and closed clamshell conformations in chloroform. All ZnPcs were highly phototoxic to human carcinoma HEp2 cells, particularly the amino- ZnPc mainly protonated under physiological conditions, which showed the highest phototoxicity (IC<jats:sub>50<\/jats:sub> = 0.5 \u03bcM at 1.5 J\/cm<jats:sup>2<\/jats:sup>) dark cytotoxicity (IC<jats:sub>50<\/jats:sub> = 22 \u03bcM), in part due to its high cellular uptake. The ZnPcs localized in multiple organelles, including mitochondria, lysosomes, Golgi and ER. <\/jats:p>","DOI":"10.1142\/s1088424614500849","type":"journal-article","created":{"date-parts":[[2014,12,12]],"date-time":"2014-12-12T02:58:38Z","timestamp":1418353118000},"page":"1021-1033","source":"Crossref","is-referenced-by-count":17,"title":["Synthesis, spectroscopic, and cellular properties of \u03b1-pegylated <i>cis<\/i>-A<sub>2<\/sub>B<sub>2<\/sub>- and A<sub>3<\/sub>B-types <font>ZnPcs<\/font>"],"prefix":"10.1142","volume":"18","author":[{"given":"Benson G.","family":"Ongarora","sequence":"first","affiliation":[{"name":"Department of Chemistry, Louisiana State University, Baton Rouge, LA 70803, USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Zehua","family":"Zhou","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Louisiana State University, Baton Rouge, LA 70803, USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Elizabeth A.","family":"Okoth","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Louisiana State University, Baton Rouge, LA 70803, USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Igor","family":"Kolesnichenko","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Louisiana State University, Baton Rouge, LA 70803, USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Kevin M.","family":"Smith","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Louisiana State University, Baton Rouge, LA 70803, USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"M. 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