Small potent ligands to the insulin-regulated aminopeptidase (IRAP)/AT4 receptor
Angiotensin IV analogs encompassing aromatic scaffolds replacing parts of the backbone of angiotensin IV have been synthesized and evaluated in biological assays. Several of the ligands displayed high affinities to the insulin‐regulated aminopeptidase (IRAP)/AT4 receptor. Displacement of the C‐termi...
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| Veröffentlicht in: | Journal of peptide science 2007-07, Vol.13 (7), p.434-444 |
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| container_end_page | 444 |
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| container_issue | 7 |
| container_start_page | 434 |
| container_title | Journal of peptide science |
| container_volume | 13 |
| creator | Axén, Andreas Andersson, Hanna Lindeberg, Gunnar Rönnholm, Harriet Kortesmaa, Jarkko Demaegdt, Heidi Vauquelin, Georges Karlén, Anders Hallberg, Mathias |
| description | Angiotensin IV analogs encompassing aromatic scaffolds replacing parts of the backbone of angiotensin IV have been synthesized and evaluated in biological assays. Several of the ligands displayed high affinities to the insulin‐regulated aminopeptidase (IRAP)/AT4 receptor. Displacement of the C‐terminal of angiotensin IV with an o‐substituted aryl acetic acid derivative delivered the ligand 4, which exhibited the highest binding affinity (Ki = 1.9 nM). The high affinity of this ligand provides support to the hypothesis that angiotensin IV adopts a γ‐turn in the C‐terminal of its bioactive conformation.
Ligand (4) inhibits both human IRAP and aminopeptidase N‐activity and induces proliferation of adult neural stem cells at low concentrations. Furthermore, ligand 4 is degraded considerably more slowly in membrane preparations than angiotensin IV. Hence, it might constitute a suitable research tool for biological studies of the (IRAP)/AT4 receptor. Copyright © 2007 European Peptide Society and John Wiley & Sons, Ltd. |
| doi_str_mv | 10.1002/psc.859 |
| format | Article |
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Ligand (4) inhibits both human IRAP and aminopeptidase N‐activity and induces proliferation of adult neural stem cells at low concentrations. Furthermore, ligand 4 is degraded considerably more slowly in membrane preparations than angiotensin IV. Hence, it might constitute a suitable research tool for biological studies of the (IRAP)/AT4 receptor. Copyright © 2007 European Peptide Society and John Wiley & Sons, Ltd.</description><identifier>ISSN: 1075-2617</identifier><identifier>EISSN: 1099-1387</identifier><identifier>DOI: 10.1002/psc.859</identifier><language>eng</language><publisher>Chichester, UK: John Wiley & Sons, Ltd</publisher><subject>adult neural stem cells ; angiotensin IV ; bioactive conformation ; insulin-regulated aminopeptidase ; IRAP ; peptide synthesis ; peptidemimetic ; structure-activity relationship ; turn mimetic</subject><ispartof>Journal of peptide science, 2007-07, Vol.13 (7), p.434-444</ispartof><rights>Copyright © 2007 European Peptide Society and John Wiley & Sons, Ltd.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fpsc.859$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fpsc.859$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1416,27923,27924,45573,45574</link.rule.ids></links><search><creatorcontrib>Axén, Andreas</creatorcontrib><creatorcontrib>Andersson, Hanna</creatorcontrib><creatorcontrib>Lindeberg, Gunnar</creatorcontrib><creatorcontrib>Rönnholm, Harriet</creatorcontrib><creatorcontrib>Kortesmaa, Jarkko</creatorcontrib><creatorcontrib>Demaegdt, Heidi</creatorcontrib><creatorcontrib>Vauquelin, Georges</creatorcontrib><creatorcontrib>Karlén, Anders</creatorcontrib><creatorcontrib>Hallberg, Mathias</creatorcontrib><title>Small potent ligands to the insulin-regulated aminopeptidase (IRAP)/AT4 receptor</title><title>Journal of peptide science</title><addtitle>J. Peptide Sci</addtitle><description>Angiotensin IV analogs encompassing aromatic scaffolds replacing parts of the backbone of angiotensin IV have been synthesized and evaluated in biological assays. Several of the ligands displayed high affinities to the insulin‐regulated aminopeptidase (IRAP)/AT4 receptor. Displacement of the C‐terminal of angiotensin IV with an o‐substituted aryl acetic acid derivative delivered the ligand 4, which exhibited the highest binding affinity (Ki = 1.9 nM). The high affinity of this ligand provides support to the hypothesis that angiotensin IV adopts a γ‐turn in the C‐terminal of its bioactive conformation.
Ligand (4) inhibits both human IRAP and aminopeptidase N‐activity and induces proliferation of adult neural stem cells at low concentrations. Furthermore, ligand 4 is degraded considerably more slowly in membrane preparations than angiotensin IV. Hence, it might constitute a suitable research tool for biological studies of the (IRAP)/AT4 receptor. Copyright © 2007 European Peptide Society and John Wiley & Sons, Ltd.</description><subject>adult neural stem cells</subject><subject>angiotensin IV</subject><subject>bioactive conformation</subject><subject>insulin-regulated aminopeptidase</subject><subject>IRAP</subject><subject>peptide synthesis</subject><subject>peptidemimetic</subject><subject>structure-activity relationship</subject><subject>turn mimetic</subject><issn>1075-2617</issn><issn>1099-1387</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2007</creationdate><recordtype>article</recordtype><recordid>eNo9kF1LwzAUQIMoOKf4F_IkinRL2iZpH-dwHzC02skeQ9qkM5q1tUnR_XszJj6dy72H-3AAuMZohBEKx60tRwlJT8AAozQNcJSw08PMSBBSzM7BhbUfCPkboQOQ5TthDGwbp2oHjd6KWlroGujeFdS17Y2ug05teyOcklDsdN20qnVaCqvg7fJ1kt2NJ-sYdqr066a7BGeVMFZd_XEI3maP6-kiWD3Pl9PJKtCYkTRIKJOeBU5iWSgmMIqRrNI0wSLCtKpCiWNGEpSqqpQFJdSDqaJANEqiSspoCG6Of9uu-eqVdXynbamMEbVqestDjAlBCfHi_VH81kbtedvpnej2HCN-yMV9Lu5z8Syfeng7ONraOvXzb4vuk1MWMcI3T3M-y7P85WET8kX0C-B_bj8</recordid><startdate>200707</startdate><enddate>200707</enddate><creator>Axén, Andreas</creator><creator>Andersson, Hanna</creator><creator>Lindeberg, Gunnar</creator><creator>Rönnholm, Harriet</creator><creator>Kortesmaa, Jarkko</creator><creator>Demaegdt, Heidi</creator><creator>Vauquelin, Georges</creator><creator>Karlén, Anders</creator><creator>Hallberg, Mathias</creator><general>John Wiley & Sons, Ltd</general><scope>BSCLL</scope><scope>7QO</scope><scope>8FD</scope><scope>FR3</scope><scope>P64</scope></search><sort><creationdate>200707</creationdate><title>Small potent ligands to the insulin-regulated aminopeptidase (IRAP)/AT4 receptor</title><author>Axén, Andreas ; Andersson, Hanna ; Lindeberg, Gunnar ; Rönnholm, Harriet ; Kortesmaa, Jarkko ; Demaegdt, Heidi ; Vauquelin, Georges ; Karlén, Anders ; Hallberg, Mathias</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-i1759-867d759b184dbe7a1040df9981a316ff2d1475809efcdb656fcd7ebb06383fdd3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2007</creationdate><topic>adult neural stem cells</topic><topic>angiotensin IV</topic><topic>bioactive conformation</topic><topic>insulin-regulated aminopeptidase</topic><topic>IRAP</topic><topic>peptide synthesis</topic><topic>peptidemimetic</topic><topic>structure-activity relationship</topic><topic>turn mimetic</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Axén, Andreas</creatorcontrib><creatorcontrib>Andersson, Hanna</creatorcontrib><creatorcontrib>Lindeberg, Gunnar</creatorcontrib><creatorcontrib>Rönnholm, Harriet</creatorcontrib><creatorcontrib>Kortesmaa, Jarkko</creatorcontrib><creatorcontrib>Demaegdt, Heidi</creatorcontrib><creatorcontrib>Vauquelin, Georges</creatorcontrib><creatorcontrib>Karlén, Anders</creatorcontrib><creatorcontrib>Hallberg, Mathias</creatorcontrib><collection>Istex</collection><collection>Biotechnology Research Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Journal of peptide science</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Axén, Andreas</au><au>Andersson, Hanna</au><au>Lindeberg, Gunnar</au><au>Rönnholm, Harriet</au><au>Kortesmaa, Jarkko</au><au>Demaegdt, Heidi</au><au>Vauquelin, Georges</au><au>Karlén, Anders</au><au>Hallberg, Mathias</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Small potent ligands to the insulin-regulated aminopeptidase (IRAP)/AT4 receptor</atitle><jtitle>Journal of peptide science</jtitle><addtitle>J. Peptide Sci</addtitle><date>2007-07</date><risdate>2007</risdate><volume>13</volume><issue>7</issue><spage>434</spage><epage>444</epage><pages>434-444</pages><issn>1075-2617</issn><eissn>1099-1387</eissn><abstract>Angiotensin IV analogs encompassing aromatic scaffolds replacing parts of the backbone of angiotensin IV have been synthesized and evaluated in biological assays. Several of the ligands displayed high affinities to the insulin‐regulated aminopeptidase (IRAP)/AT4 receptor. Displacement of the C‐terminal of angiotensin IV with an o‐substituted aryl acetic acid derivative delivered the ligand 4, which exhibited the highest binding affinity (Ki = 1.9 nM). The high affinity of this ligand provides support to the hypothesis that angiotensin IV adopts a γ‐turn in the C‐terminal of its bioactive conformation.
Ligand (4) inhibits both human IRAP and aminopeptidase N‐activity and induces proliferation of adult neural stem cells at low concentrations. Furthermore, ligand 4 is degraded considerably more slowly in membrane preparations than angiotensin IV. Hence, it might constitute a suitable research tool for biological studies of the (IRAP)/AT4 receptor. Copyright © 2007 European Peptide Society and John Wiley & Sons, Ltd.</abstract><cop>Chichester, UK</cop><pub>John Wiley & Sons, Ltd</pub><doi>10.1002/psc.859</doi><tpages>11</tpages></addata></record> |
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| subjects | adult neural stem cells angiotensin IV bioactive conformation insulin-regulated aminopeptidase IRAP peptide synthesis peptidemimetic structure-activity relationship turn mimetic |
| title | Small potent ligands to the insulin-regulated aminopeptidase (IRAP)/AT4 receptor |
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