Photosensitized irreversible binding of estrone to protein via a hydroperoxide intermediate: An explanation of (photo-)allergic side-effects of estrogens
After irradiation (γ>425 nm) for 15 min of a solution of [4- 14C]-estrone, albumin and the photosensitizer hematoporphyrin in phosphate buffer, more than 30% of the radioactivity could not be extracted. When the protein was added after irradiation, irreversible binding also occurred. Sephadex gel...
Gespeichert in:
| Veröffentlicht in: | Biochemical and biophysical research communications 1984-12, Vol.125 (2), p.675-681 |
|---|---|
| Hauptverfasser: | , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 681 |
|---|---|
| container_issue | 2 |
| container_start_page | 675 |
| container_title | Biochemical and biophysical research communications |
| container_volume | 125 |
| creator | Sedee, A.G.J. Beijersbergen van Henegouwen, G.M.J. Lusthof, K.J. Lodder, G. |
| description | After irradiation (γ>425 nm) for 15 min of a solution of [4-
14C]-estrone, albumin and the photosensitizer hematoporphyrin in phosphate buffer, more than 30% of the radioactivity could not be extracted. When the protein was added after irradiation, irreversible binding also occurred. Sephadex gel filtration showed that the radiolabel was bound to albumin as well as to the photosensitizer. A 10β-hydroperoxide is the reactive intermediate in this binding. Inasmuch as phenolic steroids coupled to proteins have been used for the induction of estrogenic-specific antibodies, the irreversible binding observed between estrone and albumin by photosensitization might be an explanation for (photo)allergic disorders associated with estrogens. |
| doi_str_mv | 10.1016/0006-291X(84)90592-8 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_75843742</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><els_id>0006291X84905928</els_id><sourcerecordid>891378</sourcerecordid><originalsourceid>FETCH-LOGICAL-c434t-e7b36d537732aee9e47489d437c2e4fbf47f5d70b5a8061f539837b7809f3efe3</originalsourceid><addsrcrecordid>eNqFUctu1DAUtRBVGQp_AJJXqF0E7NiJbRZIVcVLqlQWILGznPh6apSxg-0ZtfwJf1uHGc2Sru7inse95yD0ipK3lND-HSGkb1pFf55LfqFIp9pGPkErShRpWkr4U7Q6Qp6h5zn_IoRS3qtTdNp3VCgqV-jvt9tYYoaQffF_wGKfEuwgZT9MgAcfrA9rHB2GXFIMgEvEc4oFfMA7b7DBt_c2xRlSvPMWsA8F0gasNwXe48uA4W6eTDDFx7DInM-LX3NhpgnS2o84V1YDzsFY8tFnXe95gU6cmTK8PMwz9OPTx-9XX5rrm89fry6vm5EzXhoQA-ttx4RgrQFQwAWXynImxha4GxwXrrOCDJ2RpKeuY0oyMQhJlGPggJ2hN3vd-tbvbbXXG59HmOrVELdZi05WMd4-CqScSEpbVYF8DxxTzDmB03PyG5PuNSV6qU4vveilFy25_ledlpX2-qC_HWqCR9Khq7r_sN9DTWPnIek8eghjDTvV9LSN_v8GD3fRrBQ</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>14081129</pqid></control><display><type>article</type><title>Photosensitized irreversible binding of estrone to protein via a hydroperoxide intermediate: An explanation of (photo-)allergic side-effects of estrogens</title><source>MEDLINE</source><source>Access via ScienceDirect (Elsevier)</source><creator>Sedee, A.G.J. ; Beijersbergen van Henegouwen, G.M.J. ; Lusthof, K.J. ; Lodder, G.</creator><creatorcontrib>Sedee, A.G.J. ; Beijersbergen van Henegouwen, G.M.J. ; Lusthof, K.J. ; Lodder, G.</creatorcontrib><description>After irradiation (γ>425 nm) for 15 min of a solution of [4-
14C]-estrone, albumin and the photosensitizer hematoporphyrin in phosphate buffer, more than 30% of the radioactivity could not be extracted. When the protein was added after irradiation, irreversible binding also occurred. Sephadex gel filtration showed that the radiolabel was bound to albumin as well as to the photosensitizer. A 10β-hydroperoxide is the reactive intermediate in this binding. Inasmuch as phenolic steroids coupled to proteins have been used for the induction of estrogenic-specific antibodies, the irreversible binding observed between estrone and albumin by photosensitization might be an explanation for (photo)allergic disorders associated with estrogens.</description><identifier>ISSN: 0006-291X</identifier><identifier>EISSN: 1090-2104</identifier><identifier>DOI: 10.1016/0006-291X(84)90592-8</identifier><identifier>PMID: 6517918</identifier><language>eng</language><publisher>United States: Elsevier Inc</publisher><subject>Drug Hypersensitivity ; Estrogens - adverse effects ; Estrone - metabolism ; Estrone - radiation effects ; Hematoporphyrins ; Humans ; Peroxides ; Photochemistry ; Protein Binding ; Protein Denaturation ; Serum Albumin - metabolism ; Serum Albumin - radiation effects</subject><ispartof>Biochemical and biophysical research communications, 1984-12, Vol.125 (2), p.675-681</ispartof><rights>1984</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c434t-e7b36d537732aee9e47489d437c2e4fbf47f5d70b5a8061f539837b7809f3efe3</citedby><cites>FETCH-LOGICAL-c434t-e7b36d537732aee9e47489d437c2e4fbf47f5d70b5a8061f539837b7809f3efe3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/0006-291X(84)90592-8$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3550,27924,27925,45995</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/6517918$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Sedee, A.G.J.</creatorcontrib><creatorcontrib>Beijersbergen van Henegouwen, G.M.J.</creatorcontrib><creatorcontrib>Lusthof, K.J.</creatorcontrib><creatorcontrib>Lodder, G.</creatorcontrib><title>Photosensitized irreversible binding of estrone to protein via a hydroperoxide intermediate: An explanation of (photo-)allergic side-effects of estrogens</title><title>Biochemical and biophysical research communications</title><addtitle>Biochem Biophys Res Commun</addtitle><description>After irradiation (γ>425 nm) for 15 min of a solution of [4-
14C]-estrone, albumin and the photosensitizer hematoporphyrin in phosphate buffer, more than 30% of the radioactivity could not be extracted. When the protein was added after irradiation, irreversible binding also occurred. Sephadex gel filtration showed that the radiolabel was bound to albumin as well as to the photosensitizer. A 10β-hydroperoxide is the reactive intermediate in this binding. Inasmuch as phenolic steroids coupled to proteins have been used for the induction of estrogenic-specific antibodies, the irreversible binding observed between estrone and albumin by photosensitization might be an explanation for (photo)allergic disorders associated with estrogens.</description><subject>Drug Hypersensitivity</subject><subject>Estrogens - adverse effects</subject><subject>Estrone - metabolism</subject><subject>Estrone - radiation effects</subject><subject>Hematoporphyrins</subject><subject>Humans</subject><subject>Peroxides</subject><subject>Photochemistry</subject><subject>Protein Binding</subject><subject>Protein Denaturation</subject><subject>Serum Albumin - metabolism</subject><subject>Serum Albumin - radiation effects</subject><issn>0006-291X</issn><issn>1090-2104</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1984</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFUctu1DAUtRBVGQp_AJJXqF0E7NiJbRZIVcVLqlQWILGznPh6apSxg-0ZtfwJf1uHGc2Sru7inse95yD0ipK3lND-HSGkb1pFf55LfqFIp9pGPkErShRpWkr4U7Q6Qp6h5zn_IoRS3qtTdNp3VCgqV-jvt9tYYoaQffF_wGKfEuwgZT9MgAcfrA9rHB2GXFIMgEvEc4oFfMA7b7DBt_c2xRlSvPMWsA8F0gasNwXe48uA4W6eTDDFx7DInM-LX3NhpgnS2o84V1YDzsFY8tFnXe95gU6cmTK8PMwz9OPTx-9XX5rrm89fry6vm5EzXhoQA-ttx4RgrQFQwAWXynImxha4GxwXrrOCDJ2RpKeuY0oyMQhJlGPggJ2hN3vd-tbvbbXXG59HmOrVELdZi05WMd4-CqScSEpbVYF8DxxTzDmB03PyG5PuNSV6qU4vveilFy25_ledlpX2-qC_HWqCR9Khq7r_sN9DTWPnIek8eghjDTvV9LSN_v8GD3fRrBQ</recordid><startdate>19841214</startdate><enddate>19841214</enddate><creator>Sedee, A.G.J.</creator><creator>Beijersbergen van Henegouwen, G.M.J.</creator><creator>Lusthof, K.J.</creator><creator>Lodder, G.</creator><general>Elsevier Inc</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SQ</scope><scope>7X8</scope></search><sort><creationdate>19841214</creationdate><title>Photosensitized irreversible binding of estrone to protein via a hydroperoxide intermediate: An explanation of (photo-)allergic side-effects of estrogens</title><author>Sedee, A.G.J. ; Beijersbergen van Henegouwen, G.M.J. ; Lusthof, K.J. ; Lodder, G.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c434t-e7b36d537732aee9e47489d437c2e4fbf47f5d70b5a8061f539837b7809f3efe3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1984</creationdate><topic>Drug Hypersensitivity</topic><topic>Estrogens - adverse effects</topic><topic>Estrone - metabolism</topic><topic>Estrone - radiation effects</topic><topic>Hematoporphyrins</topic><topic>Humans</topic><topic>Peroxides</topic><topic>Photochemistry</topic><topic>Protein Binding</topic><topic>Protein Denaturation</topic><topic>Serum Albumin - metabolism</topic><topic>Serum Albumin - radiation effects</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Sedee, A.G.J.</creatorcontrib><creatorcontrib>Beijersbergen van Henegouwen, G.M.J.</creatorcontrib><creatorcontrib>Lusthof, K.J.</creatorcontrib><creatorcontrib>Lodder, G.</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Endocrinology Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Biochemical and biophysical research communications</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Sedee, A.G.J.</au><au>Beijersbergen van Henegouwen, G.M.J.</au><au>Lusthof, K.J.</au><au>Lodder, G.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Photosensitized irreversible binding of estrone to protein via a hydroperoxide intermediate: An explanation of (photo-)allergic side-effects of estrogens</atitle><jtitle>Biochemical and biophysical research communications</jtitle><addtitle>Biochem Biophys Res Commun</addtitle><date>1984-12-14</date><risdate>1984</risdate><volume>125</volume><issue>2</issue><spage>675</spage><epage>681</epage><pages>675-681</pages><issn>0006-291X</issn><eissn>1090-2104</eissn><abstract>After irradiation (γ>425 nm) for 15 min of a solution of [4-
14C]-estrone, albumin and the photosensitizer hematoporphyrin in phosphate buffer, more than 30% of the radioactivity could not be extracted. When the protein was added after irradiation, irreversible binding also occurred. Sephadex gel filtration showed that the radiolabel was bound to albumin as well as to the photosensitizer. A 10β-hydroperoxide is the reactive intermediate in this binding. Inasmuch as phenolic steroids coupled to proteins have been used for the induction of estrogenic-specific antibodies, the irreversible binding observed between estrone and albumin by photosensitization might be an explanation for (photo)allergic disorders associated with estrogens.</abstract><cop>United States</cop><pub>Elsevier Inc</pub><pmid>6517918</pmid><doi>10.1016/0006-291X(84)90592-8</doi><tpages>7</tpages><oa>free_for_read</oa></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0006-291X |
| ispartof | Biochemical and biophysical research communications, 1984-12, Vol.125 (2), p.675-681 |
| issn | 0006-291X 1090-2104 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_75843742 |
| source | MEDLINE; Access via ScienceDirect (Elsevier) |
| subjects | Drug Hypersensitivity Estrogens - adverse effects Estrone - metabolism Estrone - radiation effects Hematoporphyrins Humans Peroxides Photochemistry Protein Binding Protein Denaturation Serum Albumin - metabolism Serum Albumin - radiation effects |
| title | Photosensitized irreversible binding of estrone to protein via a hydroperoxide intermediate: An explanation of (photo-)allergic side-effects of estrogens |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-02T19%3A32%3A12IST&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=Photosensitized%20irreversible%20binding%20of%20estrone%20to%20protein%20via%20a%20hydroperoxide%20intermediate:%20An%20explanation%20of%20(photo-)allergic%20side-effects%20of%20estrogens&rft.jtitle=Biochemical%20and%20biophysical%20research%20communications&rft.au=Sedee,%20A.G.J.&rft.date=1984-12-14&rft.volume=125&rft.issue=2&rft.spage=675&rft.epage=681&rft.pages=675-681&rft.issn=0006-291X&rft.eissn=1090-2104&rft_id=info:doi/10.1016/0006-291X(84)90592-8&rft_dat=%3Cproquest_cross%3E891378%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=14081129&rft_id=info:pmid/6517918&rft_els_id=0006291X84905928&rfr_iscdi=true |