Synthesis, photolysis studies and in vitro photorelease of caged TRPV1 agonists and antagonists
The synthesis of a range of caged TRPV1 agonists and antagonists is reported. The photolysis characteristics of these compounds, when irradiated with a 355 nm laser, have been studied and in all cases the desired compound was produced. Photolysis of a caged TRPV1 agonist in cultured trigeminal neuro...
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Veröffentlicht in: | Organic & biomolecular chemistry 2009-11, Vol.7 (22), p.4695 |
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container_title | Organic & biomolecular chemistry |
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creator | Van Ryssen, Michael P Avlonitis, Nicolaos Giniatullin, Rashid McDougall, Craig Carr, James L Stanton-Humphreys, Megan N Borgström, Emma L A Brown, C Tom A Fayuk, Dmitriy Surin, Alexander Niittykoski, Minna Khiroug, Leonard Conway, Stuart J |
description | The synthesis of a range of caged TRPV1 agonists and antagonists is reported. The photolysis characteristics of these compounds, when irradiated with a 355 nm laser, have been studied and in all cases the desired compound was produced. Photolysis of a caged TRPV1 agonist in cultured trigeminal neurons produced responses that were consistent with the activation of TRPV1 receptors. |
doi_str_mv | 10.1039/b914981c |
format | Article |
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The photolysis characteristics of these compounds, when irradiated with a 355 nm laser, have been studied and in all cases the desired compound was produced. Photolysis of a caged TRPV1 agonist in cultured trigeminal neurons produced responses that were consistent with the activation of TRPV1 receptors.</description><identifier>EISSN: 1477-0539</identifier><identifier>DOI: 10.1039/b914981c</identifier><identifier>PMID: 19865707</identifier><language>eng</language><publisher>England</publisher><subject>Animals ; Calcium - metabolism ; Capsaicin - analogs & derivatives ; Capsaicin - chemical synthesis ; Capsaicin - chemistry ; Capsaicin - pharmacology ; Halogenation - drug effects ; Intracellular Space - drug effects ; Intracellular Space - metabolism ; Intracellular Space - radiation effects ; Lasers ; Ligands ; Light ; Membrane Potentials - drug effects ; Photolysis - drug effects ; Photolysis - radiation effects ; Rats ; Rats, Wistar ; Trigeminal Nerve - cytology ; Trigeminal Nerve - drug effects ; Trigeminal Nerve - radiation effects ; TRPV Cation Channels - agonists ; TRPV Cation Channels - antagonists & inhibitors</subject><ispartof>Organic & biomolecular chemistry, 2009-11, Vol.7 (22), p.4695</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/19865707$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Van Ryssen, Michael P</creatorcontrib><creatorcontrib>Avlonitis, Nicolaos</creatorcontrib><creatorcontrib>Giniatullin, Rashid</creatorcontrib><creatorcontrib>McDougall, Craig</creatorcontrib><creatorcontrib>Carr, James L</creatorcontrib><creatorcontrib>Stanton-Humphreys, Megan N</creatorcontrib><creatorcontrib>Borgström, Emma L A</creatorcontrib><creatorcontrib>Brown, C Tom A</creatorcontrib><creatorcontrib>Fayuk, Dmitriy</creatorcontrib><creatorcontrib>Surin, Alexander</creatorcontrib><creatorcontrib>Niittykoski, Minna</creatorcontrib><creatorcontrib>Khiroug, Leonard</creatorcontrib><creatorcontrib>Conway, Stuart J</creatorcontrib><title>Synthesis, photolysis studies and in vitro photorelease of caged TRPV1 agonists and antagonists</title><title>Organic & biomolecular chemistry</title><addtitle>Org Biomol Chem</addtitle><description>The synthesis of a range of caged TRPV1 agonists and antagonists is reported. The photolysis characteristics of these compounds, when irradiated with a 355 nm laser, have been studied and in all cases the desired compound was produced. Photolysis of a caged TRPV1 agonist in cultured trigeminal neurons produced responses that were consistent with the activation of TRPV1 receptors.</description><subject>Animals</subject><subject>Calcium - metabolism</subject><subject>Capsaicin - analogs & derivatives</subject><subject>Capsaicin - chemical synthesis</subject><subject>Capsaicin - chemistry</subject><subject>Capsaicin - pharmacology</subject><subject>Halogenation - drug effects</subject><subject>Intracellular Space - drug effects</subject><subject>Intracellular Space - metabolism</subject><subject>Intracellular Space - radiation effects</subject><subject>Lasers</subject><subject>Ligands</subject><subject>Light</subject><subject>Membrane Potentials - drug effects</subject><subject>Photolysis - drug effects</subject><subject>Photolysis - radiation effects</subject><subject>Rats</subject><subject>Rats, Wistar</subject><subject>Trigeminal Nerve - cytology</subject><subject>Trigeminal Nerve - drug effects</subject><subject>Trigeminal Nerve - radiation effects</subject><subject>TRPV Cation Channels - agonists</subject><subject>TRPV Cation Channels - antagonists & inhibitors</subject><issn>1477-0539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2009</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNo1T1FLwzAYDIK4OQV_geQHWM2XtEnzKEOnMFB0-lq-NMkW6drSZEL_vUrd091x3HFHyBWwW2BC3xkNuS6hPiFzyJXKWCH0jJzH-MUYaCXzMzIDXcpCMTUn1fvYpp2LId7Qftelrhl_OY3pYIOLFFtLQ0u_Qxq6yR9c4zA62nla49ZZunl7_QSK264NMU0JbNNRX5BTj010l_-4IB-PD5vlU7Z-WT0v79dZD6xMmRYS0XDuAf5GcldqnlvrDCtrIYVlnEt0hUQrVGGNN4U3UlkvUHKPPhcLcj319gezd7bqh7DHYayOT8UPTvJUMQ</recordid><startdate>20091121</startdate><enddate>20091121</enddate><creator>Van Ryssen, Michael P</creator><creator>Avlonitis, Nicolaos</creator><creator>Giniatullin, Rashid</creator><creator>McDougall, Craig</creator><creator>Carr, James L</creator><creator>Stanton-Humphreys, Megan N</creator><creator>Borgström, Emma L A</creator><creator>Brown, C Tom A</creator><creator>Fayuk, Dmitriy</creator><creator>Surin, Alexander</creator><creator>Niittykoski, Minna</creator><creator>Khiroug, Leonard</creator><creator>Conway, Stuart J</creator><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope></search><sort><creationdate>20091121</creationdate><title>Synthesis, photolysis studies and in vitro photorelease of caged TRPV1 agonists and antagonists</title><author>Van Ryssen, Michael P ; Avlonitis, Nicolaos ; Giniatullin, Rashid ; McDougall, Craig ; Carr, James L ; Stanton-Humphreys, Megan N ; Borgström, Emma L A ; Brown, C Tom A ; Fayuk, Dmitriy ; Surin, Alexander ; Niittykoski, Minna ; Khiroug, Leonard ; Conway, Stuart J</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-p108t-936aab22f1101972e8924ddeb08c363d0226ae56ad375dbfb5fb67df3a62faf43</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2009</creationdate><topic>Animals</topic><topic>Calcium - metabolism</topic><topic>Capsaicin - analogs & derivatives</topic><topic>Capsaicin - chemical synthesis</topic><topic>Capsaicin - chemistry</topic><topic>Capsaicin - pharmacology</topic><topic>Halogenation - drug effects</topic><topic>Intracellular Space - drug effects</topic><topic>Intracellular Space - metabolism</topic><topic>Intracellular Space - radiation effects</topic><topic>Lasers</topic><topic>Ligands</topic><topic>Light</topic><topic>Membrane Potentials - drug effects</topic><topic>Photolysis - drug effects</topic><topic>Photolysis - radiation effects</topic><topic>Rats</topic><topic>Rats, Wistar</topic><topic>Trigeminal Nerve - cytology</topic><topic>Trigeminal Nerve - drug effects</topic><topic>Trigeminal Nerve - radiation effects</topic><topic>TRPV Cation Channels - agonists</topic><topic>TRPV Cation Channels - antagonists & inhibitors</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Van Ryssen, Michael P</creatorcontrib><creatorcontrib>Avlonitis, Nicolaos</creatorcontrib><creatorcontrib>Giniatullin, Rashid</creatorcontrib><creatorcontrib>McDougall, Craig</creatorcontrib><creatorcontrib>Carr, James L</creatorcontrib><creatorcontrib>Stanton-Humphreys, Megan N</creatorcontrib><creatorcontrib>Borgström, Emma L A</creatorcontrib><creatorcontrib>Brown, C Tom A</creatorcontrib><creatorcontrib>Fayuk, Dmitriy</creatorcontrib><creatorcontrib>Surin, Alexander</creatorcontrib><creatorcontrib>Niittykoski, Minna</creatorcontrib><creatorcontrib>Khiroug, Leonard</creatorcontrib><creatorcontrib>Conway, Stuart J</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><jtitle>Organic & biomolecular chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Van Ryssen, Michael P</au><au>Avlonitis, Nicolaos</au><au>Giniatullin, Rashid</au><au>McDougall, Craig</au><au>Carr, James L</au><au>Stanton-Humphreys, Megan N</au><au>Borgström, Emma L A</au><au>Brown, C Tom A</au><au>Fayuk, Dmitriy</au><au>Surin, Alexander</au><au>Niittykoski, Minna</au><au>Khiroug, Leonard</au><au>Conway, Stuart J</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis, photolysis studies and in vitro photorelease of caged TRPV1 agonists and antagonists</atitle><jtitle>Organic & biomolecular chemistry</jtitle><addtitle>Org Biomol Chem</addtitle><date>2009-11-21</date><risdate>2009</risdate><volume>7</volume><issue>22</issue><spage>4695</spage><pages>4695-</pages><eissn>1477-0539</eissn><abstract>The synthesis of a range of caged TRPV1 agonists and antagonists is reported. The photolysis characteristics of these compounds, when irradiated with a 355 nm laser, have been studied and in all cases the desired compound was produced. Photolysis of a caged TRPV1 agonist in cultured trigeminal neurons produced responses that were consistent with the activation of TRPV1 receptors.</abstract><cop>England</cop><pmid>19865707</pmid><doi>10.1039/b914981c</doi></addata></record> |
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ispartof | Organic & biomolecular chemistry, 2009-11, Vol.7 (22), p.4695 |
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source | MEDLINE; Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
subjects | Animals Calcium - metabolism Capsaicin - analogs & derivatives Capsaicin - chemical synthesis Capsaicin - chemistry Capsaicin - pharmacology Halogenation - drug effects Intracellular Space - drug effects Intracellular Space - metabolism Intracellular Space - radiation effects Lasers Ligands Light Membrane Potentials - drug effects Photolysis - drug effects Photolysis - radiation effects Rats Rats, Wistar Trigeminal Nerve - cytology Trigeminal Nerve - drug effects Trigeminal Nerve - radiation effects TRPV Cation Channels - agonists TRPV Cation Channels - antagonists & inhibitors |
title | Synthesis, photolysis studies and in vitro photorelease of caged TRPV1 agonists and antagonists |
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