Red-emitting heteroleptic iridium(III) complexes: photophysical and cell labeling study
Two red-emitting heteroleptic iridium(III) complexes (Ir-p and Ir-q) were synthesized and their photophysical and biological properties were analyzed. After their structures have been confirmed by several techniques, such as 1 H NMR, 13 C NMR, FT–IR, UV–Vis, and MALDI TOF analyses, their luminescenc...
Gespeichert in:
Veröffentlicht in: | Photochemical & photobiological sciences 2022-06, Vol.21 (6), p.1077-1090 |
---|---|
Hauptverfasser: | , , , , , , , |
Format: | Artikel |
Sprache: | eng |
Schlagworte: | |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
container_end_page | 1090 |
---|---|
container_issue | 6 |
container_start_page | 1077 |
container_title | Photochemical & photobiological sciences |
container_volume | 21 |
creator | Canisares, Felipe S. M. Mutti, Alessandra M. G. Santana, Edy F. Oliveira, Vytor C. Cavalcante, Dalita G. S. M. Job, Aldo E. Pires, Ana M. Lima, Sergio A. M. |
description | Two red-emitting heteroleptic iridium(III) complexes (Ir-p and Ir-q) were synthesized and their photophysical and biological properties were analyzed. After their structures have been confirmed by several techniques, such as
1
H NMR,
13
C NMR, FT–IR, UV–Vis, and MALDI TOF analyses, their luminescence behavior was investigated in ethanol and PBS (physiological medium, pH ~ 7.4) solutions. Emission spectra of both complexes are dominated by
3
MLCT states at room temperature in ethanolic solution, but at 77 K the Ir-q exhibits the
3
LC as the dominant emission state. The Ir-q complex shows one of the highest emission quantum yields, 11.5%, for a red emitter based on iridium(III) complexes in aerated PBS solution, with color coordinates (
x
;
y
) of (0.712;0.286). Moreover, both complexes display high potential to be used as a biological marker with excitation wavelengths above 400 nm, high water solubility (Ir-p 1838 μmol L
−1
, Ir-q 7601 μmol L
−1
), and distinct emission wavelengths from the biological autofluorescence. Their cytotoxicity was analyzed in CHO-k1 cells by MTT assays, and the IC
50
was estimated as being higher than 131 μmol L
−1
for Ir-p, and higher than 116 μmol L
−1
for Ir-q. Concentrations above 70% of viability were used to perform cell imaging by confocal and fluorescence microscopies and the results suggest that the complexes were internalized by the cell membrane and they are staining the cytoplasm region. |
doi_str_mv | 10.1007/s43630-022-00200-8 |
format | Article |
fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_2640997895</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2640997895</sourcerecordid><originalsourceid>FETCH-LOGICAL-c391t-454f824282e1d35c17fe607c7ecabdd05991bd7b7aea3549980a93c905226bd13</originalsourceid><addsrcrecordid>eNp9kEtLxDAQx4Mouj6-gAfpcT1UJ482jTcRHwuCIIrHkCazu5G-TFpwv71ddxVPnmZgfvNn5kfIKYULCiAvo-A5hxQYSwEYQFrskAkVUqQKFNv90x-QwxjfAWgmcrlPDnjGQUhWTMjbM7oUa9_3vlkkS-wxtBV2vbeJD975oZ7OZrPzxLZ1V-EnxqukW7Z92y1X0VtTJaZxicWqSipTYrUOif3gVsdkb26qiCfbekRe725fbh7Sx6f72c31Y2q5on0qMjEvmGAFQ-p4ZqmcYw7SSrSmdA4ypWjpZCkNGp4JpQowilsFGWN56Sg_ItNNbhfajwFjr2sf1_eYBtshapYLUEoWKhtRtkFtaGMMONdd8LUJK01Br4XqjVA9CtXfQnUxLp1t84eyRve78mNwBPgGiOOoWWDQ7-0QmvHn_2K_AC7IgPI</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2640997895</pqid></control><display><type>article</type><title>Red-emitting heteroleptic iridium(III) complexes: photophysical and cell labeling study</title><source>SpringerNature Journals</source><creator>Canisares, Felipe S. M. ; Mutti, Alessandra M. G. ; Santana, Edy F. ; Oliveira, Vytor C. ; Cavalcante, Dalita G. S. M. ; Job, Aldo E. ; Pires, Ana M. ; Lima, Sergio A. M.</creator><creatorcontrib>Canisares, Felipe S. M. ; Mutti, Alessandra M. G. ; Santana, Edy F. ; Oliveira, Vytor C. ; Cavalcante, Dalita G. S. M. ; Job, Aldo E. ; Pires, Ana M. ; Lima, Sergio A. M.</creatorcontrib><description>Two red-emitting heteroleptic iridium(III) complexes (Ir-p and Ir-q) were synthesized and their photophysical and biological properties were analyzed. After their structures have been confirmed by several techniques, such as
1
H NMR,
13
C NMR, FT–IR, UV–Vis, and MALDI TOF analyses, their luminescence behavior was investigated in ethanol and PBS (physiological medium, pH ~ 7.4) solutions. Emission spectra of both complexes are dominated by
3
MLCT states at room temperature in ethanolic solution, but at 77 K the Ir-q exhibits the
3
LC as the dominant emission state. The Ir-q complex shows one of the highest emission quantum yields, 11.5%, for a red emitter based on iridium(III) complexes in aerated PBS solution, with color coordinates (
x
;
y
) of (0.712;0.286). Moreover, both complexes display high potential to be used as a biological marker with excitation wavelengths above 400 nm, high water solubility (Ir-p 1838 μmol L
−1
, Ir-q 7601 μmol L
−1
), and distinct emission wavelengths from the biological autofluorescence. Their cytotoxicity was analyzed in CHO-k1 cells by MTT assays, and the IC
50
was estimated as being higher than 131 μmol L
−1
for Ir-p, and higher than 116 μmol L
−1
for Ir-q. Concentrations above 70% of viability were used to perform cell imaging by confocal and fluorescence microscopies and the results suggest that the complexes were internalized by the cell membrane and they are staining the cytoplasm region.</description><identifier>ISSN: 1474-9092</identifier><identifier>EISSN: 1474-9092</identifier><identifier>DOI: 10.1007/s43630-022-00200-8</identifier><identifier>PMID: 35304728</identifier><language>eng</language><publisher>Cham: Springer International Publishing</publisher><subject>Biochemistry ; Biomaterials ; Chemistry ; Chemistry and Materials Science ; Original Papers ; Physical Chemistry ; Plant Sciences</subject><ispartof>Photochemical & photobiological sciences, 2022-06, Vol.21 (6), p.1077-1090</ispartof><rights>The Author(s), under exclusive licence to European Photochemistry Association, European Society for Photobiology 2022</rights><rights>2022. The Author(s), under exclusive licence to European Photochemistry Association, European Society for Photobiology.</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c391t-454f824282e1d35c17fe607c7ecabdd05991bd7b7aea3549980a93c905226bd13</citedby><cites>FETCH-LOGICAL-c391t-454f824282e1d35c17fe607c7ecabdd05991bd7b7aea3549980a93c905226bd13</cites><orcidid>0000-0002-3916-9861</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1007/s43630-022-00200-8$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1007/s43630-022-00200-8$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>315,781,785,27929,27930,41493,42562,51324</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/35304728$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Canisares, Felipe S. M.</creatorcontrib><creatorcontrib>Mutti, Alessandra M. G.</creatorcontrib><creatorcontrib>Santana, Edy F.</creatorcontrib><creatorcontrib>Oliveira, Vytor C.</creatorcontrib><creatorcontrib>Cavalcante, Dalita G. S. M.</creatorcontrib><creatorcontrib>Job, Aldo E.</creatorcontrib><creatorcontrib>Pires, Ana M.</creatorcontrib><creatorcontrib>Lima, Sergio A. M.</creatorcontrib><title>Red-emitting heteroleptic iridium(III) complexes: photophysical and cell labeling study</title><title>Photochemical & photobiological sciences</title><addtitle>Photochem Photobiol Sci</addtitle><addtitle>Photochem Photobiol Sci</addtitle><description>Two red-emitting heteroleptic iridium(III) complexes (Ir-p and Ir-q) were synthesized and their photophysical and biological properties were analyzed. After their structures have been confirmed by several techniques, such as
1
H NMR,
13
C NMR, FT–IR, UV–Vis, and MALDI TOF analyses, their luminescence behavior was investigated in ethanol and PBS (physiological medium, pH ~ 7.4) solutions. Emission spectra of both complexes are dominated by
3
MLCT states at room temperature in ethanolic solution, but at 77 K the Ir-q exhibits the
3
LC as the dominant emission state. The Ir-q complex shows one of the highest emission quantum yields, 11.5%, for a red emitter based on iridium(III) complexes in aerated PBS solution, with color coordinates (
x
;
y
) of (0.712;0.286). Moreover, both complexes display high potential to be used as a biological marker with excitation wavelengths above 400 nm, high water solubility (Ir-p 1838 μmol L
−1
, Ir-q 7601 μmol L
−1
), and distinct emission wavelengths from the biological autofluorescence. Their cytotoxicity was analyzed in CHO-k1 cells by MTT assays, and the IC
50
was estimated as being higher than 131 μmol L
−1
for Ir-p, and higher than 116 μmol L
−1
for Ir-q. Concentrations above 70% of viability were used to perform cell imaging by confocal and fluorescence microscopies and the results suggest that the complexes were internalized by the cell membrane and they are staining the cytoplasm region.</description><subject>Biochemistry</subject><subject>Biomaterials</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Original Papers</subject><subject>Physical Chemistry</subject><subject>Plant Sciences</subject><issn>1474-9092</issn><issn>1474-9092</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNp9kEtLxDAQx4Mouj6-gAfpcT1UJ482jTcRHwuCIIrHkCazu5G-TFpwv71ddxVPnmZgfvNn5kfIKYULCiAvo-A5hxQYSwEYQFrskAkVUqQKFNv90x-QwxjfAWgmcrlPDnjGQUhWTMjbM7oUa9_3vlkkS-wxtBV2vbeJD975oZ7OZrPzxLZ1V-EnxqukW7Z92y1X0VtTJaZxicWqSipTYrUOif3gVsdkb26qiCfbekRe725fbh7Sx6f72c31Y2q5on0qMjEvmGAFQ-p4ZqmcYw7SSrSmdA4ypWjpZCkNGp4JpQowilsFGWN56Sg_ItNNbhfajwFjr2sf1_eYBtshapYLUEoWKhtRtkFtaGMMONdd8LUJK01Br4XqjVA9CtXfQnUxLp1t84eyRve78mNwBPgGiOOoWWDQ7-0QmvHn_2K_AC7IgPI</recordid><startdate>20220601</startdate><enddate>20220601</enddate><creator>Canisares, Felipe S. M.</creator><creator>Mutti, Alessandra M. G.</creator><creator>Santana, Edy F.</creator><creator>Oliveira, Vytor C.</creator><creator>Cavalcante, Dalita G. S. M.</creator><creator>Job, Aldo E.</creator><creator>Pires, Ana M.</creator><creator>Lima, Sergio A. M.</creator><general>Springer International Publishing</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-3916-9861</orcidid></search><sort><creationdate>20220601</creationdate><title>Red-emitting heteroleptic iridium(III) complexes: photophysical and cell labeling study</title><author>Canisares, Felipe S. M. ; Mutti, Alessandra M. G. ; Santana, Edy F. ; Oliveira, Vytor C. ; Cavalcante, Dalita G. S. M. ; Job, Aldo E. ; Pires, Ana M. ; Lima, Sergio A. M.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c391t-454f824282e1d35c17fe607c7ecabdd05991bd7b7aea3549980a93c905226bd13</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>Biochemistry</topic><topic>Biomaterials</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Original Papers</topic><topic>Physical Chemistry</topic><topic>Plant Sciences</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Canisares, Felipe S. M.</creatorcontrib><creatorcontrib>Mutti, Alessandra M. G.</creatorcontrib><creatorcontrib>Santana, Edy F.</creatorcontrib><creatorcontrib>Oliveira, Vytor C.</creatorcontrib><creatorcontrib>Cavalcante, Dalita G. S. M.</creatorcontrib><creatorcontrib>Job, Aldo E.</creatorcontrib><creatorcontrib>Pires, Ana M.</creatorcontrib><creatorcontrib>Lima, Sergio A. M.</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Photochemical & photobiological sciences</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Canisares, Felipe S. M.</au><au>Mutti, Alessandra M. G.</au><au>Santana, Edy F.</au><au>Oliveira, Vytor C.</au><au>Cavalcante, Dalita G. S. M.</au><au>Job, Aldo E.</au><au>Pires, Ana M.</au><au>Lima, Sergio A. M.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Red-emitting heteroleptic iridium(III) complexes: photophysical and cell labeling study</atitle><jtitle>Photochemical & photobiological sciences</jtitle><stitle>Photochem Photobiol Sci</stitle><addtitle>Photochem Photobiol Sci</addtitle><date>2022-06-01</date><risdate>2022</risdate><volume>21</volume><issue>6</issue><spage>1077</spage><epage>1090</epage><pages>1077-1090</pages><issn>1474-9092</issn><eissn>1474-9092</eissn><abstract>Two red-emitting heteroleptic iridium(III) complexes (Ir-p and Ir-q) were synthesized and their photophysical and biological properties were analyzed. After their structures have been confirmed by several techniques, such as
1
H NMR,
13
C NMR, FT–IR, UV–Vis, and MALDI TOF analyses, their luminescence behavior was investigated in ethanol and PBS (physiological medium, pH ~ 7.4) solutions. Emission spectra of both complexes are dominated by
3
MLCT states at room temperature in ethanolic solution, but at 77 K the Ir-q exhibits the
3
LC as the dominant emission state. The Ir-q complex shows one of the highest emission quantum yields, 11.5%, for a red emitter based on iridium(III) complexes in aerated PBS solution, with color coordinates (
x
;
y
) of (0.712;0.286). Moreover, both complexes display high potential to be used as a biological marker with excitation wavelengths above 400 nm, high water solubility (Ir-p 1838 μmol L
−1
, Ir-q 7601 μmol L
−1
), and distinct emission wavelengths from the biological autofluorescence. Their cytotoxicity was analyzed in CHO-k1 cells by MTT assays, and the IC
50
was estimated as being higher than 131 μmol L
−1
for Ir-p, and higher than 116 μmol L
−1
for Ir-q. Concentrations above 70% of viability were used to perform cell imaging by confocal and fluorescence microscopies and the results suggest that the complexes were internalized by the cell membrane and they are staining the cytoplasm region.</abstract><cop>Cham</cop><pub>Springer International Publishing</pub><pmid>35304728</pmid><doi>10.1007/s43630-022-00200-8</doi><tpages>14</tpages><orcidid>https://orcid.org/0000-0002-3916-9861</orcidid><oa>free_for_read</oa></addata></record> |
fulltext | fulltext |
identifier | ISSN: 1474-9092 |
ispartof | Photochemical & photobiological sciences, 2022-06, Vol.21 (6), p.1077-1090 |
issn | 1474-9092 1474-9092 |
language | eng |
recordid | cdi_proquest_miscellaneous_2640997895 |
source | SpringerNature Journals |
subjects | Biochemistry Biomaterials Chemistry Chemistry and Materials Science Original Papers Physical Chemistry Plant Sciences |
title | Red-emitting heteroleptic iridium(III) complexes: photophysical and cell labeling study |
url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-11T18%3A03%3A44IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Red-emitting%20heteroleptic%20iridium(III)%20complexes:%20photophysical%20and%20cell%20labeling%20study&rft.jtitle=Photochemical%20&%20photobiological%20sciences&rft.au=Canisares,%20Felipe%20S.%20M.&rft.date=2022-06-01&rft.volume=21&rft.issue=6&rft.spage=1077&rft.epage=1090&rft.pages=1077-1090&rft.issn=1474-9092&rft.eissn=1474-9092&rft_id=info:doi/10.1007/s43630-022-00200-8&rft_dat=%3Cproquest_cross%3E2640997895%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=2640997895&rft_id=info:pmid/35304728&rfr_iscdi=true |