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<meta name="robots" content="INDEX,FOLLOW,NOARCHIVE" /><meta name="citation_inbook_title" content="Molecular Imaging and Contrast Agent Database (MICAD) [Internet]" /><meta name="citation_title" content="111In-CHX-A”-Rhenium-cyclized-[Cys3,4,10,D-Phe7,Arg11]α-MSH3-13" /><meta name="citation_publisher" content="National Center for Biotechnology Information (US)" /><meta name="citation_date" content="2012/05/09" /><meta name="citation_author" content="Kam Leung" /><meta name="citation_pmid" content="22593946" /><meta name="citation_fulltext_html_url" content="https://www.ncbi.nlm.nih.gov/books/NBK92708/" /><link rel="schema.DC" href="http://purl.org/DC/elements/1.0/" /><meta name="DC.Title" content="111In-CHX-A”-Rhenium-cyclized-[Cys3,4,10,D-Phe7,Arg11]α-MSH3-13" /><meta name="DC.Type" content="Text" /><meta name="DC.Publisher" content="National Center for Biotechnology Information (US)" /><meta name="DC.Contributor" content="Kam Leung" /><meta name="DC.Date" content="2012/05/09" /><meta name="DC.Identifier" content="https://www.ncbi.nlm.nih.gov/books/NBK92708/" /><meta name="description" content="Malignant melanoma is the most deadly form of skin cancer (1). Early and accurate diagnosis is necessary for surgery and successful treatment (2). The melanocortin (MC) system is a neuropeptide network of the skin, and it is involved in pigmentation regulation, cortisol production, and many other physiological processes (3). Most cutaneous cell types express MC receptors, pro-opiomelanocortin (POMC), and prohormone convertases, and they also release MCs. Melanotropin-stimulating hormones (α-, β-, and γ-MSH) are derived from POMC by the proteolytic action of prohormone convertases. There are five MC receptors (MC1R to MC5R), which belong to the G-proteincoupled receptor superfamily, and these receptors have been found to be overexpressed in melanoma cells (4, 5). α-MSH (Ac-Ser1-Tyr2-Ser3-Met4-Glu5-His6-Phe7-Arg8-Trp9-Gly10-Lys11-Pro12-Val13-NH2), produced by the brain and the pituitary gland, is a tridecapeptide (13 amino acids) and is the most potent melanotropic peptide (6) in the regulation of skin pigmentation via MC1R." /><meta name="og:title" content="111In-CHX-A”-Rhenium-cyclized-[Cys3,4,10,D-Phe7,Arg11]α-MSH3-13" /><meta name="og:type" content="book" /><meta name="og:description" content="Malignant melanoma is the most deadly form of skin cancer (1). Early and accurate diagnosis is necessary for surgery and successful treatment (2). The melanocortin (MC) system is a neuropeptide network of the skin, and it is involved in pigmentation regulation, cortisol production, and many other physiological processes (3). Most cutaneous cell types express MC receptors, pro-opiomelanocortin (POMC), and prohormone convertases, and they also release MCs. Melanotropin-stimulating hormones (α-, β-, and γ-MSH) are derived from POMC by the proteolytic action of prohormone convertases. 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<div class="pre-content"><div><div class="bk_prnt"><p class="small">NCBI Bookshelf. A service of the National Library of Medicine, National Institutes of Health.</p><p>Molecular Imaging and Contrast Agent Database (MICAD) [Internet]. Bethesda (MD): National Center for Biotechnology Information (US); 2004-2013. </p></div><div class="iconblock clearfix whole_rhythm no_top_margin bk_noprnt"><a class="img_link icnblk_img" title="Table of Contents Page" href="/books/n/micad/"><img class="source-thumb" src="/corehtml/pmc/pmcgifs/bookshelf/thumbs/th-micad-lrg.png" alt="Cover of Molecular Imaging and Contrast Agent Database (MICAD)" height="100px" width="80px" /></a><div class="icnblk_cntnt eight_col"><h2>Molecular Imaging and Contrast Agent Database (MICAD) [Internet].</h2><a data-jig="ncbitoggler" href="#__NBK92708_dtls__">Show details</a><div style="display:none" class="ui-widget" id="__NBK92708_dtls__"><div>Bethesda (MD): <a href="https://www.ncbi.nlm.nih.gov/" ref="pagearea=page-banner&amp;targetsite=external&amp;targetcat=link&amp;targettype=publisher">National Center for Biotechnology Information (US)</a>; 2004-2013.</div></div><div class="half_rhythm"><ul class="inline_list"><li style="margin-right:1em"><a class="bk_cntns" href="/books/n/micad/">Contents</a></li></ul></div><div class="bk_noprnt"><form method="get" action="/books/n/micad/" id="bk_srch"><div class="bk_search"><label for="bk_term" class="offscreen_noflow">Search term</label><input type="text" title="Search this book" id="bk_term" name="term" value="" data-jig="ncbiclearbutton" /> <input type="submit" class="jig-ncbibutton" value="Search this book" submit="false" style="padding: 0.1em 0.4em;" /></div></form></div></div><div class="icnblk_cntnt two_col"><div class="pagination bk_noprnt"><a class="active page_link prev" href="/books/n/micad/ZEGFR955-111In/" title="Previous page in this title">&lt; Prev</a><a class="active page_link next" href="/books/n/micad/EGF111In/" title="Next page in this title">Next &gt;</a></div></div></div></div></div>
<div class="main-content lit-style" itemscope="itemscope" itemtype="http://schema.org/CreativeWork"><div class="meta-content fm-sec"><h1 id="_NBK92708_"><span class="title" itemprop="name"><sup>111</sup>In-CHX-A&#x0201d;-Rhenium-cyclized-[Cys<sup>3,4,10</sup>,D-Phe<sup>7</sup>,Arg<sup>11</sup>]&#x003b1;-MSH<sub>3-13</sub></span></h1><div itemprop="alternativeHeadline" class="subtitle whole_rhythm"><sup>111</sup>In-CHX-A&#x0201d;-ReCCMSH(Arg<sup>11</sup>)</div><p class="contrib-group"><span itemprop="author">Kam Leung</span>, PhD.</p><a data-jig="ncbitoggler" href="#__NBK92708_ai__" style="border:0;text-decoration:none">Author Information and Affiliations</a><div style="display:none" class="ui-widget" id="__NBK92708_ai__"><div class="contrib half_rhythm"><span itemprop="author">Kam Leung</span>, PhD<div class="affiliation small">National Center for Biotechnology Information, NLM, NIH, Bethesda, MD<div><span class="email-label">Email: </span><a href="mailto:dev@null" data-email="vog.hin.mln.ibcn@DACIM" class="oemail">vog.hin.mln.ibcn@DACIM</a></div></div><div class="small">Corresponding author.</div></div></div><p class="small">Created: <span itemprop="datePublished">August 20, 2009</span>; Last Update: <span itemprop="dateModified">May 9, 2012</span>.</p></div><div class="jig-ncbiinpagenav body-content whole_rhythm" data-jigconfig="allHeadingLevels: ['h2'],smoothScroll: false" itemprop="text"><div id="ReCCMSH-CHX-111In.T.nc_chemical_name111i" class="table"><p class="large-table-link" style="display:none"><span class="right"><a href="/books/NBK92708/table/ReCCMSH-CHX-111In.T.nc_chemical_name111i/?report=objectonly" target="object">View in own window</a></span></p><div class="large_tbl" id="__ReCCMSH-CHX-111In.T.nc_chemical_name111i_lrgtbl__"><table><tbody><tr><td rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">
<b>Chemical name:</b>
</td><td rowspan="1" colspan="1" style="text-align:left;vertical-align:top;"><sup>111</sup>In-CHX-A&#x0201d;-Rhenium-cyclized-[Cys<sup>3,4,10</sup>,<span class="small-caps">d</span>-Phe<sup>7</sup>,Arg<sup>11</sup>]&#x003b1;-MSH<sub>3-13</sub></td><td rowspan="9" colspan="1" style="text-align:center;vertical-align:middle;"></td></tr><tr><td rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">
<b>Abbreviated name:</b>
</td><td rowspan="1" colspan="1" style="text-align:left;vertical-align:top;"><sup>111</sup>In-CHX-A&#x0201d;-ReCCMSH(Arg<sup>11</sup>)</td></tr><tr><td rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">
<b>Synonym:</b>
</td><td rowspan="1" colspan="1" style="text-align:left;vertical-align:top;"></td></tr><tr><td rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">
<b>Agent category:</b>
</td><td rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Peptide</td></tr><tr><td rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">
<b>Target:</b>
</td><td rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Melanocortin-1 (MC1) receptor (MC1R)</td></tr><tr><td rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">
<b>Target category:</b>
</td><td rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Receptor</td></tr><tr><td rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">
<b>Method of detection:</b>
</td><td rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Single-photon emission computed tomography (SPECT), gamma planar</td></tr><tr><td rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">
<b>Source of signal:</b>
</td><td rowspan="1" colspan="1" style="text-align:left;vertical-align:top;"><sup>111</sup>In</td></tr><tr><td rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">
<b>Activation:</b>
</td><td rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">No</td></tr><tr><td rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">
<b>Studies:</b>
</td><td rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">
<ul class="simple-list"><li class="half_rhythm"><div>
<img alt="Checkbox" src="/corehtml/pmc/css/bookshelf/2.26/img/studies.checkbox.png" />
<i>In vitro</i>
</div></li><li class="half_rhythm"><div>
<img alt="Checkbox" src="/corehtml/pmc/css/bookshelf/2.26/img/studies.checkbox.png" /> Rodents
</div></li></ul>
</td><td rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Click on <a href="/entrez/viewer.fcgi?db=protein&#x00026;id=27477129" ref="pagearea=body&amp;targetsite=external&amp;targetcat=link&amp;targettype=uri">protein</a>, <a href="/entrez/viewer.fcgi?db=nuccore&#x00026;id=27477128" ref="pagearea=body&amp;targetsite=external&amp;targetcat=link&amp;targettype=uri">nucleotide</a> (RefSeq), and <a href="/sites/entrez?Db=gene&#x00026;Cmd=ShowDetailView&#x00026;TermToSearch=4157&#x00026;ordinalpos=1&#x00026;itool=EntrezSystem2.PEntrez.Gene.Gene_ResultsPanel.Gene_RVDocSum" ref="pagearea=body&amp;targetsite=external&amp;targetcat=link&amp;targettype=uri">gene</a> for more information about the Melanocortin-1 receptor.</td></tr></tbody></table></div></div><div id="ReCCMSH-CHX-111In.Background"><h2 id="_ReCCMSH-CHX-111In_Background_">Background</h2><p>[<a href="/sites/entrez?Db=pubmed&#x00026;Cmd=DetailsSearch&#x00026;Term=CCMSH" ref="pagearea=body&amp;targetsite=external&amp;targetcat=link&amp;targettype=uri">PubMed</a>]</p><p>Malignant melanoma is the most deadly form of skin cancer (<a class="bk_pop" href="#ReCCMSH-CHX-111In.REF.1">1</a>). Early and accurate diagnosis is necessary for surgery and successful treatment (<a class="bk_pop" href="#ReCCMSH-CHX-111In.REF.2">2</a>). The melanocortin (MC) system is a neuropeptide network of the skin, and it is involved in pigmentation regulation, cortisol production, and many other physiological processes (<a class="bk_pop" href="#ReCCMSH-CHX-111In.REF.3">3</a>). Most cutaneous cell types express MC receptors, pro-opiomelanocortin (POMC), and prohormone convertases, and they also release MCs. Melanotropin-stimulating hormones (&#x003b1;-, &#x003b2;-, and &#x003b3;-MSH) are derived from POMC by the proteolytic action of prohormone convertases. There are five MC receptors (MC1R to MC5R), which belong to the G-protein&#x02212;coupled receptor superfamily, and these receptors have been found to be overexpressed in melanoma cells (<a class="bk_pop" href="#ReCCMSH-CHX-111In.REF.4" data-bk-pop-others="ReCCMSH-CHX-111In.REF.5">4, 5</a>). &#x003b1;-MSH (Ac-Ser<sup>1</sup>-Tyr<sup>2</sup>-Ser<sup>3</sup>-Met<sup>4</sup>-Glu<sup>5</sup>-His<sup>6</sup>-Phe<sup>7</sup>-Arg<sup>8</sup>-Trp<sup>9</sup>-Gly<sup>10</sup>-Lys<sup>11</sup>-Pro<sup>12</sup>-Val<sup>13</sup>-NH<sub>2</sub>), produced by the brain and the pituitary gland, is a tridecapeptide (13 amino acids) and is the most potent melanotropic peptide (<a class="bk_pop" href="#ReCCMSH-CHX-111In.REF.6">6</a>) in the regulation of skin pigmentation <i>via</i> MC1R.</p><p>Positron emission tomography (PET) imaging with [<sup>18</sup>F]fluoro-2-deoxy-2-<span class="small-caps">d</span>-glucose ([<sup>18</sup>F]FDG) in cancer has been approved by United States Food and Drug Administration with many on-going clinical trials. Although [<sup>18</sup>F]FDG is effective in the detection of melanoma, it is not melanoma-specific and some melanoma cells do not take up [<sup>18</sup>F]FDG (<a class="bk_pop" href="#ReCCMSH-CHX-111In.REF.7" data-bk-pop-others="ReCCMSH-CHX-111In.REF.8">7, 8</a>). Radiolabeled &#x003b1;-MSH peptide analogs have been shown to specifically bind to MC1R that is overexpressed on human and mouse melanoma cells (<a class="bk_pop" href="#ReCCMSH-CHX-111In.REF.4" data-bk-pop-others="ReCCMSH-CHX-111In.REF.5 ReCCMSH-CHX-111In.REF.7 ReCCMSH-CHX-111In.REF.9 ReCCMSH-CHX-111In.REF.10">4, 5, 7, 9, 10</a>). <i>N</i>-(2-Aminoethyl)-<i>trans</i>-1,2-diaminocyclohexane-<i>N,N&#x0201d;,N&#x0201d;&#x02019;</i>-pentaacetic acid (CHX-A&#x0201d;) has been successfully coupled to &#x003b1;-MSH peptide analogs for radiolabeling with a variety of radionuclides (<a class="bk_pop" href="#ReCCMSH-CHX-111In.REF.7" data-bk-pop-others="ReCCMSH-CHX-111In.REF.11 ReCCMSH-CHX-111In.REF.12">7, 11, 12</a>). A rhenium-cyclized &#x003b1;-MSH analog, Re-[Cys<sup>3,4,10</sup>,D-Phe<sup>7</sup>,Arg<sup>11</sup>]&#x003b1;-MSH<sub>3-13</sub> (ReCCMSH(Arg<sup>11</sup>)), was conjugated with CHX-A&#x0201d; (CHX-A&#x0201d;-ReCCMSH(Arg<sup>11</sup>)) and radiolabeled with <sup>111</sup>In (<sup>111</sup>In-CHX-A&#x0201d;-ReCCMSH(Arg<sup>11</sup>)) as a molecular imaging agent for single-photon emission computed tomography (SPECT) to target melanoma (<a class="bk_pop" href="#ReCCMSH-CHX-111In.REF.13">13</a>). Rhenium-mediated cyclization exhibits significantly reduced nonspecific renal radioactivity accumulation, high tumor uptake and retention coupled with rapid clearance kinetics, compared with its free sulfhydryl and disulfide bond&#x02013;containing counterparts (<a class="bk_pop" href="#ReCCMSH-CHX-111In.REF.10">10</a>). <sup>111</sup>In is a gamma emitter with a physical half-life of 2.8 days.</p><div id="ReCCMSH-CHX-111In.Related_Resource_Links"><h3>Related Resource Links:</h3><ul><li class="half_rhythm"><div>Chapters in MICAD (<a href="/sites/entrez?db=Books&#x00026;cmd=Search&#x00026;term=MSH+AND+micad%5bbook%5d&#x00026;doptcmdl=TOCView&#x00026;log%24=booksrch&#x00026;bname=micad" ref="pagearea=body&amp;targetsite=external&amp;targetcat=link&amp;targettype=uri">MC1R</a>)</div></li><li class="half_rhythm"><div>Gene information in NCBI (<a href="/sites/entrez?Db=gene&#x00026;Cmd=ShowDetailView&#x00026;TermToSearch=4157" ref="pagearea=body&amp;targetsite=external&amp;targetcat=link&amp;targettype=uri">MC1R</a>)</div></li><li class="half_rhythm"><div>Articles in OMIM (<a href="http://omim.org/entry/155555" ref="pagearea=body&amp;targetsite=external&amp;targetcat=link&amp;targettype=uri">MC1R</a>)</div></li></ul></div></div><div id="ReCCMSH-CHX-111In.Synthesis"><h2 id="_ReCCMSH-CHX-111In_Synthesis_">Synthesis</h2><p>[<a href="/sites/entrez?Db=pubmed&#x00026;Cmd=DetailsSearch&#x00026;Term=CCMSH+and+synthesis" ref="pagearea=body&amp;targetsite=external&amp;targetcat=link&amp;targettype=uri">PubMed</a>]</p><p>Wei et al. (<a class="bk_pop" href="#ReCCMSH-CHX-111In.REF.13">13</a>) reported the synthesis of <sup>111</sup>In-CHX-A&#x0201d;-ReCCMSH(Arg<sup>11</sup>). The CCMSH(Arg<sup>11</sup>) peptide was synthesized using standard Fmoc chemistry on an amide resin with a peptide synthesizer. CCMSH(Arg<sup>11</sup>) was then reacted with 2 M excess of the glutaric acid succinimidyl ester derivative of CHX-A&#x0201d; to the <i>N</i>-terminus of CCMSH(Arg<sup>11</sup>) to form CHX-A&#x0201d;-CCMSH(Arg<sup>11</sup>). A mixture of CHX-A&#x0201d;-CCMSH(Arg<sup>11</sup>) and ReOCl<sub>3</sub> (1:1.5 molar ratio) was incubated for 30 min at 85&#x000b0;C. The cyclized peptide, CHX-A&#x0201d;-ReCCMSH(Arg<sup>11</sup>), was purified with high-performance liquid chromatography (HPLC). For <sup>111</sup>In labeling, a solution of 44.4 MBq (1.2 mCi) <sup>111</sup>InCl<sub>3</sub> and 10 nmol CHX-A&#x0201d;-ReCCMSH(Arg<sup>11</sup>) was heated for 40 min at 40&#x000b0;C. Radiochemical efficiency was reported to be &#x0003e;95% with a specific activity of 10.6 GBq/&#x000b5;mol (287 mCi/&#x000b5;mol).</p></div><div id="ReCCMSH-CHX-111In.In_Vitro_Studies_Testi"><h2 id="_ReCCMSH-CHX-111In_In_Vitro_Studies_Testi_"><i>In Vitro</i> Studies: Testing in Cells and Tissues</h2><p>[<a href="/sites/entrez?Db=pubmed&#x00026;Cmd=DetailsSearch&#x00026;Term=CCMSH+AND+in+vitro" ref="pagearea=body&amp;targetsite=external&amp;targetcat=link&amp;targettype=uri">PubMed</a>]</p><p>Chen et al. (<a class="bk_pop" href="#ReCCMSH-CHX-111In.REF.10">10</a>) determined the 50% inhibition concentration (IC<sub>50</sub>) value of DOTA-ReCCMSH(Arg<sup>11</sup>) to be 1.2 &#x000b1; 0.3 nM using B16/F1 murine melanoma cells with <sup>125</sup>I-(Tyr<sup>2</sup>)-[Nle<sup>4</sup>, <span class="small-caps">d</span>-Phe]&#x003b1;-MSH (<sup>125</sup>I-NDP). In comparison, the IC<sub>50</sub> value of ReCCMSH(Arg<sup>11</sup>) was 2.9 &#x000b1; 0.3 nM. Wei et al. (<a class="bk_pop" href="#ReCCMSH-CHX-111In.REF.13">13</a>) found that the IC<sub>50</sub> value for CHX-A&#x0201d;-ReCCMSH(Arg<sup>11</sup>) was 3.8 nM.</p></div><div id="ReCCMSH-CHX-111In.Animal_Studies"><h2 id="_ReCCMSH-CHX-111In_Animal_Studies_">Animal Studies</h2><div id="ReCCMSH-CHX-111In.Rodents"><h3>Rodents</h3><p>[<a href="/sites/entrez?Db=pubmed&#x00026;Cmd=DetailsSearch&#x00026;Term=CCMSH+AND+rodentia" ref="pagearea=body&amp;targetsite=external&amp;targetcat=link&amp;targettype=uri">PubMed</a>]</p><p>Wei et al. (<a class="bk_pop" href="#ReCCMSH-CHX-111In.REF.13">13</a>) performed biodistribution studies in female C57BL/6 mice (<i>n</i> = 5/group) bearing 10-day-old B16/F1 murine melanoma tumors. Each mouse received 0.111 MBq (0.003 mCi, 7.3 pmol) <sup>111</sup>In-CHX-A&#x0201d;-ReCCMSH(Arg<sup>11</sup>). The tumor uptake radioactivity levels were obtained at 30 min, 1 h, 2 h, 4 h, and 24 h, respectively: 4.38 &#x000b1; 0.72% injected dose per gram (% ID/g), 4.59 &#x000b1; 0.69% ID/g, 4.17 &#x000b1; 0.94% ID/g, 3.87 &#x000b1; 1.03% ID/g, and 1.35 &#x000b1; 0.43% ID/g. The tumor retention was high up to 4 h after injection. Pretreatment with 9 nmol unlabeled NDP significantly reduced the tumor uptake to 1.19 &#x000b1; 0.23% ID/g (<i>P</i> &#x0003c; 0.001) at 2 h after injection. No other tissues showed significant inhibition by unlabeled NDP. The <sup>111</sup>In-CHX-A&#x0201d;-ReCCMSH(Arg<sup>11</sup>) uptake in nontarget tissue (except the kidneys) was low at 2 h. Furthermore, the radioactivity was quickly cleared from most of the tissues (except the kidneys) at 2 h after injection (e.g., kidney: 23.34 &#x000b1; 4.46% ID/g at 30 min and 21.14 &#x000b1; 6.45% ID/g at 2 h; liver: 1.74 &#x000b1; 0.65% ID/g at 30 min and 0.73 &#x000b1; 0.06% ID/g at 2 h; blood: 3.78 &#x000b1; 2.51% ID/g at 30 min and 0.47 &#x000b1; 0.22% ID/g at 2 h; lung: 4.84 &#x000b1; 1.73% ID/g at 30 min and 1.59 &#x000b1; 0.62% ID/g at 2 h). The tumor/muscle and tumor/blood ratios at 2 h were 38 and 9, respectively.</p><p>SPECT imaging of mice bearing the B16/F1 melanoma tumors was conducted at 2 h after intravenous injection of 13 MBq (0.35 mCi) <sup>111</sup>In-CHX-A&#x0201d;-ReCCMSH(Arg<sup>11</sup>). The tumor and kidneys were clearly visible. Preinjection of 9 nmol unlabeled NDP inhibited the tumor accumulation, whereas there was little inhibition of radioactivity in the kidneys. In comparison with <sup>86</sup>Y-DOTA-ReCCMSH(Arg<sup>11</sup>), <sup>111</sup>In- and <sup>68</sup>Ga-CHX-A&#x0201d;-ReCCMSH(Arg<sup>11</sup>) exhibited lower liver accumulation. <sup>111</sup>In- and <sup>86</sup>Y-CHX-A&#x0201d;-ReCCMSH(Arg<sup>11</sup>) showed higher tumor accumulation than <sup>68</sup>Ga-CHX-A&#x0201d;-ReCCMSH(Arg<sup>11</sup>), which has a lower specific activity.</p></div><div id="ReCCMSH-CHX-111In.Other_NonPrimate_Mamma"><h3>Other Non-Primate Mammals</h3><p>[<a href="/sites/entrez?Db=pubmed&#x00026;Cmd=DetailsSearch&#x00026;Term=CCMSH+AND+(dog+OR+rabbit+OR+pig+OR+sheep)" ref="pagearea=body&amp;targetsite=external&amp;targetcat=link&amp;targettype=uri">PubMed</a>]</p><p>No publication is currently available.</p></div><div id="ReCCMSH-CHX-111In.NonHuman_Primates"><h3>Non-Human Primates</h3><p>[<a href="/sites/entrez?Db=pubmed&#x00026;Cmd=DetailsSearch&#x00026;Term=CCMSH+AND+(primate+NOT+human)" ref="pagearea=body&amp;targetsite=external&amp;targetcat=link&amp;targettype=uri">PubMed</a>]</p><p>No publication is currently available.</p></div></div><div id="ReCCMSH-CHX-111In.Human_Studies"><h2 id="_ReCCMSH-CHX-111In_Human_Studies_">Human Studies</h2><p>[<a href="/sites/entrez?Db=pubmed&#x00026;Cmd=DetailsSearch&#x00026;Term=CCMSH+AND+human" ref="pagearea=body&amp;targetsite=external&amp;targetcat=link&amp;targettype=uri">PubMed</a>]</p><p>No publication is currently available.</p></div><div id="ReCCMSH-CHX-111In.NIH_Support"><h2 id="_ReCCMSH-CHX-111In_NIH_Support_">NIH Support</h2><p>Intramural Research Program, R24 CA86307, R24 CA86060, P30 CA91842</p></div><div id="ReCCMSH-CHX-111In.References"><h2 id="_ReCCMSH-CHX-111In_References_">References</h2><dl class="temp-labeled-list"><dt>1.</dt><dd><div class="bk_ref" id="ReCCMSH-CHX-111In.REF.1">Jemal A., Siegel R., Ward E., Murray T., Xu J., Thun M.J.
<em>Cancer statistics, 2007.</em>
<span><span class="ref-journal">CA Cancer J Clin. </span>2007;<span class="ref-vol">57</span>(1):4366.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/17237035" ref="pagearea=cite-ref&amp;targetsite=entrez&amp;targetcat=link&amp;targettype=pubmed">PubMed<span class="bk_prnt">: 17237035</span></a>]</div></dd><dt>2.</dt><dd><div class="bk_ref" id="ReCCMSH-CHX-111In.REF.2">Miao Y., Hylarides M., Fisher D.R., Shelton T., Moore H., Wester D.W., Fritzberg A.R., Winkelmann C.T., Hoffman T., Quinn T.P.
<em>Melanoma therapy via peptide-targeted {alpha}-radiation.</em>
<span><span class="ref-journal">Clin Cancer Res. </span>2005;<span class="ref-vol">11</span>(15):561621.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/16061880" ref="pagearea=cite-ref&amp;targetsite=entrez&amp;targetcat=link&amp;targettype=pubmed">PubMed<span class="bk_prnt">: 16061880</span></a>]</div></dd><dt>3.</dt><dd><div class="bk_ref" id="ReCCMSH-CHX-111In.REF.3">Bohm M., Luger T.A., Tobin D.J., Garcia-Borron J.C.
<em>Melanocortin receptor ligands: new horizons for skin biology and clinical dermatology.</em>
<span><span class="ref-journal">J Invest Dermatol. </span>2006;<span class="ref-vol">126</span>(9):196675.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/16912693" ref="pagearea=cite-ref&amp;targetsite=entrez&amp;targetcat=link&amp;targettype=pubmed">PubMed<span class="bk_prnt">: 16912693</span></a>]</div></dd><dt>4.</dt><dd><div class="bk_ref" id="ReCCMSH-CHX-111In.REF.4">Miao Y., Whitener D., Feng W., Owen N.K., Chen J., Quinn T.P.
<em>Evaluation of the human melanoma targeting properties of radiolabeled alpha-melanocyte stimulating hormone peptide analogues.</em>
<span><span class="ref-journal">Bioconjug Chem. </span>2003;<span class="ref-vol">14</span>(6):117784.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/14624632" ref="pagearea=cite-ref&amp;targetsite=entrez&amp;targetcat=link&amp;targettype=pubmed">PubMed<span class="bk_prnt">: 14624632</span></a>]</div></dd><dt>5.</dt><dd><div class="bk_ref" id="ReCCMSH-CHX-111In.REF.5">Siegrist W., Solca F., Stutz S., Giuffre L., Carrel S., Girard J., Eberle A.N.
<em>Characterization of receptors for alpha-melanocyte-stimulating hormone on human melanoma cells.</em>
<span><span class="ref-journal">Cancer Res. </span>1989;<span class="ref-vol">49</span>(22):63528.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/2804981" ref="pagearea=cite-ref&amp;targetsite=entrez&amp;targetcat=link&amp;targettype=pubmed">PubMed<span class="bk_prnt">: 2804981</span></a>]</div></dd><dt>6.</dt><dd><div class="bk_ref" id="ReCCMSH-CHX-111In.REF.6">Catania A., Airaghi L., Garofalo L., Cutuli M., Lipton J.M.
<em>The neuropeptide alpha-MSH in HIV infection and other disorders in humans.</em>
<span><span class="ref-journal">Ann N Y Acad Sci. </span>1998;<span class="ref-vol">840</span>:84856.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/9629310" ref="pagearea=cite-ref&amp;targetsite=entrez&amp;targetcat=link&amp;targettype=pubmed">PubMed<span class="bk_prnt">: 9629310</span></a>]</div></dd><dt>7.</dt><dd><div class="bk_ref" id="ReCCMSH-CHX-111In.REF.7">Weiner R.E., Thakur M.L.
<em>Radiolabeled peptides in oncology: role in diagnosis and treatment.</em>
<span><span class="ref-journal">BioDrugs. </span>2005;<span class="ref-vol">19</span>(3):14563.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/15984900" ref="pagearea=cite-ref&amp;targetsite=entrez&amp;targetcat=link&amp;targettype=pubmed">PubMed<span class="bk_prnt">: 15984900</span></a>]</div></dd><dt>8.</dt><dd><div class="bk_ref" id="ReCCMSH-CHX-111In.REF.8">Dimitrakopoulou-Strauss A., Strauss L.G., Burger C.
<em>Quantitative PET studies in pretreated melanoma patients: a comparison of 6-[18F]fluoro-L-dopa with 18F-FDG and (15)O-water using compartment and noncompartment analysis.</em>
<span><span class="ref-journal">J Nucl Med. </span>2001;<span class="ref-vol">42</span>(2):24856.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/11216523" ref="pagearea=cite-ref&amp;targetsite=entrez&amp;targetcat=link&amp;targettype=pubmed">PubMed<span class="bk_prnt">: 11216523</span></a>]</div></dd><dt>9.</dt><dd><div class="bk_ref" id="ReCCMSH-CHX-111In.REF.9">Tatro J.B., Reichlin S.
<em>Specific receptors for alpha-melanocyte-stimulating hormone are widely distributed in tissues of rodents.</em>
<span><span class="ref-journal">Endocrinology. </span>1987;<span class="ref-vol">121</span>(5):19007.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/2822378" ref="pagearea=cite-ref&amp;targetsite=entrez&amp;targetcat=link&amp;targettype=pubmed">PubMed<span class="bk_prnt">: 2822378</span></a>]</div></dd><dt>10.</dt><dd><div class="bk_ref" id="ReCCMSH-CHX-111In.REF.10">Chen J., Cheng Z., Owen N.K., Hoffman T.J., Miao Y., Jurisson S.S., Quinn T.P.
<em>Evaluation of an (111)In-DOTA-rhenium cyclized alpha-MSH analog: a novel cyclic-peptide analog with improved tumor-targeting properties.</em>
<span><span class="ref-journal">J Nucl Med. </span>2001;<span class="ref-vol">42</span>(12):184755.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/11752084" ref="pagearea=cite-ref&amp;targetsite=entrez&amp;targetcat=link&amp;targettype=pubmed">PubMed<span class="bk_prnt">: 11752084</span></a>]</div></dd><dt>11.</dt><dd><div class="bk_ref" id="ReCCMSH-CHX-111In.REF.11">Wei L., Butcher C., Miao Y., Gallazzi F., Quinn T.P., Welch M.J., Lewis J.S.
<em>Synthesis and biologic evaluation of 64Cu-labeled rhenium-cyclized alpha-MSH peptide analog using a cross-bridged cyclam chelator.</em>
<span><span class="ref-journal">J Nucl Med. </span>2007;<span class="ref-vol">48</span>(1):6472.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/17204700" ref="pagearea=cite-ref&amp;targetsite=entrez&amp;targetcat=link&amp;targettype=pubmed">PubMed<span class="bk_prnt">: 17204700</span></a>]</div></dd><dt>12.</dt><dd><div class="bk_ref" id="ReCCMSH-CHX-111In.REF.12">Wei L., Miao Y., Gallazzi F., Quinn T.P., Welch M.J., Vavere A.L., Lewis J.S.
<em>Gallium-68-labeled DOTA-rhenium-cyclized alpha-melanocyte-stimulating hormone analog for imaging of malignant melanoma.</em>
<span><span class="ref-journal">Nucl Med Biol. </span>2007;<span class="ref-vol">34</span>(8):94553.</span> [<a href="/pmc/articles/PMC2330268/" ref="pagearea=cite-ref&amp;targetsite=entrez&amp;targetcat=link&amp;targettype=pmc">PMC free article<span class="bk_prnt">: PMC2330268</span></a>] [<a href="https://pubmed.ncbi.nlm.nih.gov/17998097" ref="pagearea=cite-ref&amp;targetsite=entrez&amp;targetcat=link&amp;targettype=pubmed">PubMed<span class="bk_prnt">: 17998097</span></a>]</div></dd><dt>13.</dt><dd><div class="bk_ref" id="ReCCMSH-CHX-111In.REF.13">Wei L., Zhang X., Gallazzi F., Miao Y., Jin X., Brechbiel M.W., Xu H., Clifford T., Welch M.J., Lewis J.S., Quinn T.P.
<em>Melanoma imaging using 111In-, 86Y- and 68Ga-labeled CHX-A''-Re(Arg11)CCMSH.</em>
<span><span class="ref-journal">Nucl Med Biol. </span>2009;<span class="ref-vol">36</span>(4):34554.</span> [<a href="/pmc/articles/PMC2752876/" ref="pagearea=cite-ref&amp;targetsite=entrez&amp;targetcat=link&amp;targettype=pmc">PMC free article<span class="bk_prnt">: PMC2752876</span></a>] [<a href="https://pubmed.ncbi.nlm.nih.gov/19423001" ref="pagearea=cite-ref&amp;targetsite=entrez&amp;targetcat=link&amp;targettype=pubmed">PubMed<span class="bk_prnt">: 19423001</span></a>]</div></dd></dl></div><div id="bk_toc_contnr"></div></div></div>
<div class="post-content"><div><div class="half_rhythm"><a href="/books/about/copyright/">Copyright Notice</a></div><div class="small"><span class="label">Bookshelf ID: NBK92708</span><span class="label">PMID: <a href="https://pubmed.ncbi.nlm.nih.gov/22593946" title="PubMed record of this page" ref="pagearea=meta&amp;targetsite=entrez&amp;targetcat=link&amp;targettype=pubmed">22593946</a></span></div><div style="margin-top:2em" class="bk_noprnt"><a class="bk_cntns" href="/books/n/micad/">Contents</a><div class="pagination bk_noprnt"><a class="active page_link prev" href="/books/n/micad/ZEGFR955-111In/" title="Previous page in this title">&lt; Prev</a><a class="active page_link next" href="/books/n/micad/EGF111In/" title="Next page in this title">Next &gt;</a></div></div></div></div>
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<div xmlns:np="http://ncbi.gov/portal/XSLT/namespace" xmlns:xsi="http://www.w3.org/2001/XMLSchema-instance"></div><div class="portlet"><div class="portlet_head"><div class="portlet_title"><h3><span>Views</span></h3></div><a name="Shutter" sid="1" href="#" class="portlet_shutter" title="Show/hide content" remembercollapsed="true" pgsec_name="PDF_download" id="Shutter"></a></div><div class="portlet_content"><ul xmlns:np="http://ncbi.gov/portal/XSLT/namespace" xmlns:xsi="http://www.w3.org/2001/XMLSchema-instance" class="simple-list"><li><a href="/books/NBK92708/?report=reader">PubReader</a></li><li><a href="/books/NBK92708/?report=printable">Print View</a></li><li><a data-jig="ncbidialog" href="#_ncbi_dlg_citbx_NBK92708" data-jigconfig="width:400,modal:true">Cite this Page</a><div id="_ncbi_dlg_citbx_NBK92708" style="display:none" title="Cite this Page"><div class="bk_tt">Leung K. 111In-CHX-A”-Rhenium-cyclized-[Cys3,4,10,D-Phe7,Arg11]α-MSH3-13. 2009 Aug 20 [Updated 2012 May 9]. In: Molecular Imaging and Contrast Agent Database (MICAD) [Internet]. Bethesda (MD): National Center for Biotechnology Information (US); 2004-2013. <span class="bk_cite_avail"></span></div></div></li><li><a href="/books/NBK92708/pdf/Bookshelf_NBK92708.pdf">PDF version of this page</a> (390K)</li><li><a href="/books/n/micad/toc/bin/micad.csv">MICAD summary (CSV file)</a></li></ul></div></div><div class="portlet"><div class="portlet_head"><div class="portlet_title"><h3><span>In this page</span></h3></div><a name="Shutter" sid="1" href="#" class="portlet_shutter" title="Show/hide content" remembercollapsed="true" pgsec_name="page-toc" id="Shutter"></a></div><div class="portlet_content"><ul xmlns:np="http://ncbi.gov/portal/XSLT/namespace" xmlns:xsi="http://www.w3.org/2001/XMLSchema-instance" class="simple-list"><li><a href="#ReCCMSH-CHX-111In.Background" ref="log$=inpage&amp;link_id=inpage">Background</a></li><li><a href="#ReCCMSH-CHX-111In.Synthesis" ref="log$=inpage&amp;link_id=inpage">Synthesis</a></li><li><a href="#ReCCMSH-CHX-111In.In_Vitro_Studies_Testi" ref="log$=inpage&amp;link_id=inpage"><i>In Vitro</i> Studies: Testing in Cells and Tissues</a></li><li><a href="#ReCCMSH-CHX-111In.Animal_Studies" ref="log$=inpage&amp;link_id=inpage">Animal Studies</a></li><li><a href="#ReCCMSH-CHX-111In.Human_Studies" ref="log$=inpage&amp;link_id=inpage">Human Studies</a></li><li><a href="#ReCCMSH-CHX-111In.NIH_Support" ref="log$=inpage&amp;link_id=inpage">NIH Support</a></li><li><a href="#ReCCMSH-CHX-111In.References" ref="log$=inpage&amp;link_id=inpage">References</a></li></ul></div></div><div class="portlet"><div class="portlet_head"><div class="portlet_title"><h3><span>Search MICAD</span></h3></div><a name="Shutter" sid="1" href="#" class="portlet_shutter" title="Show/hide content" remembercollapsed="true" pgsec_name="source-application" id="Shutter"></a></div><div class="portlet_content"><form xmlns:np="http://ncbi.gov/portal/XSLT/namespace" xmlns:xsi="http://www.w3.org/2001/XMLSchema-instance" name="frmSearch" method="get" action="/books/NBK5330/" id="frmSearch"><script type="text/javascript" src="/corehtml/pmc//js/bookshelf/micad.js">/**/</script><label class="offscreen_noflow" for="txtfield">Search term</label><input id="txtfield" type="text" name="f1_term" size="22" onKeyPress="KeyPress('micad',event,'/books/NBK5330/','')" /><button name="f1_search" type="submit">Go</button><button onclick="this.form.reset();" type="reset">Clear</button><p><b>Limit my Search:</b></p><div class="clearfix"><label for="detection">Method of detection:</label><div class="right"><select name="detection" id="detection" style="width:200px"><option value="" selected="selected">Any</option><option value="(MRI OR &quot;Magnetic resonance imaging&quot; OR MRS)">MRI</option><option value="Multimodal">Multimodal imaging</option><option value="Optical">Optical imaging</option><option value="PET">PET</option><option value="Photoacoustic">Photoacoustic imaging</option><option value="(SPECT OR planar)">SPECT</option><option value="Ultrasound">Ultrasound</option><option value="(x-ray OR ct)">X-ray, CT</option></select></div></div><div class="clearfix"><label for="signal">Source of signal/contrast:</label><div class="right"><select name="signal" id="signal" style="width:200px"><option value="" selected="selected">Any</option><optgroup label="MRI agents"><option value="(Copper OR Cu)">Copper</option><option value="(Europium OR Eu3+)">Europium</option><option value="(Fluorine OR 19F)">Fluorine</option><option value="(Gadolinium OR Gd3+)">Gadolinium</option><option value="&quot;Hyperpolarized 13C&quot;">Hyperpolarized 13C</option><option value="&quot;Iron oxide&quot;">Iron oxide</option><option value="&quot;Nitroxide radicals&quot;">Nitroxide radicals</option><option value="(Oxygen OR 17O)">Oxygen</option><option value="Thulium">Thulium</option></optgroup><optgroup label="Multimodal agents"><option value="((Gadolinium OR Gd3+) AND Optical)">Gadolinium and optical</option><option value="((Gadolinium OR Gd3+) AND (Gold OR Au))">Gadolinium and Gold</option><option value="(&quot;Iron oxide&quot; AND (64Cu OR 124I OR 111In))">Iron oxide and
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href="/books/?Db=pmc&amp;DbFrom=books&amp;Cmd=Link&amp;LinkName=books_pmc_refs&amp;IdsFromResult=2906750" ref="log$=recordlinks">PMC</a><div class="brieflinkpop offscreen_noflow">PubMed Central citations</div></li><li class="brieflinkpopper"><a class="brieflinkpopperctrl" href="/books/?Db=pubmed&amp;DbFrom=books&amp;Cmd=Link&amp;LinkName=books_pubmed_refs&amp;IdsFromResult=2906750" ref="log$=recordlinks">PubMed</a><div class="brieflinkpop offscreen_noflow">Links to PubMed</div></li></ul></div></div><div class="portlet"><div class="portlet_head"><div class="portlet_title"><h3><span>Similar articles in PubMed</span></h3></div><a name="Shutter" sid="1" href="#" class="portlet_shutter" title="Show/hide content" remembercollapsed="true" pgsec_name="PBooksDiscovery_RA" id="Shutter"></a></div><div class="portlet_content"><ul><li class="brieflinkpopper two_line"><a class="brieflinkpopperctrl" href="/pubmed/20845549" ref="ordinalpos=1&amp;linkpos=1&amp;log$=relatedreviews&amp;logdbfrom=pubmed"><span xmlns:np="http://ncbi.gov/portal/XSLT/namespace" xmlns:xsi="http://www.w3.org/2001/XMLSchema-instance" class="invert">Review</span> (86)Y-CHX-A”-Rhenium-cyclized-[Cys(3,4,10),D-Phe(7),Arg(11)]α-MSH(3-13).</a><span class="source">[Molecular Imaging and Contrast...]</span><div class="brieflinkpop offscreen_noflow"><span xmlns:np="http://ncbi.gov/portal/XSLT/namespace" xmlns:xsi="http://www.w3.org/2001/XMLSchema-instance" class="invert">Review</span> (86)Y-CHX-A”-Rhenium-cyclized-[Cys(3,4,10),D-Phe(7),Arg(11)]α-MSH(3-13).<div class="brieflinkpopdesc"><em xmlns:np="http://ncbi.gov/portal/XSLT/namespace" xmlns:xsi="http://www.w3.org/2001/XMLSchema-instance" class="author">Leung K. </em><em xmlns:np="http://ncbi.gov/portal/XSLT/namespace" xmlns:xsi="http://www.w3.org/2001/XMLSchema-instance" class="cit">Molecular Imaging and Contrast Agent Database (MICAD). 2004</em></div></div></li><li class="brieflinkpopper 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xmlns:xsi="http://www.w3.org/2001/XMLSchema-instance" class="cit">Molecular Imaging and Contrast Agent Database (MICAD). 2004</em></div></div></li><li class="brieflinkpopper two_line"><a class="brieflinkpopperctrl" href="/pubmed/20641258" ref="ordinalpos=1&amp;linkpos=4&amp;log$=relatedreviews&amp;logdbfrom=pubmed"><span xmlns:np="http://ncbi.gov/portal/XSLT/namespace" xmlns:xsi="http://www.w3.org/2001/XMLSchema-instance" class="invert">Review</span> (64)Cu-1,4,7,10-Tetraazacyclododecane-N,N,N,N-1,4,7,10-tetraacetic acid-rhenium-cyclized-[Cys(3,4,10),D-Phe(7),Arg(11)]α-MSH(3-13).</a><span class="source">[Molecular Imaging and Contrast...]</span><div class="brieflinkpop offscreen_noflow"><span xmlns:np="http://ncbi.gov/portal/XSLT/namespace" xmlns:xsi="http://www.w3.org/2001/XMLSchema-instance" class="invert">Review</span> (64)Cu-1,4,7,10-Tetraazacyclododecane-N,N,N,N-1,4,7,10-tetraacetic acid-rhenium-cyclized-[Cys(3,4,10),D-Phe(7),Arg(11)]α-MSH(3-13).<div class="brieflinkpopdesc"><em xmlns:np="http://ncbi.gov/portal/XSLT/namespace" xmlns:xsi="http://www.w3.org/2001/XMLSchema-instance" class="author">Leung K. </em><em xmlns:np="http://ncbi.gov/portal/XSLT/namespace" xmlns:xsi="http://www.w3.org/2001/XMLSchema-instance" class="cit">Molecular Imaging and Contrast Agent Database (MICAD). 2004</em></div></div></li><li class="brieflinkpopper two_line"><a class="brieflinkpopperctrl" href="/pubmed/20641376" ref="ordinalpos=1&amp;linkpos=5&amp;log$=relatedreviews&amp;logdbfrom=pubmed"><span xmlns:np="http://ncbi.gov/portal/XSLT/namespace" xmlns:xsi="http://www.w3.org/2001/XMLSchema-instance" class="invert">Review</span> (68)Ga-1,4,7,10-Tetraazacyclododecane-N,N,N,N-1,4,7,10-tetraacetic acid-rhenium-cyclized-[Cys(3,4,10),D-Phe(7),Arg(11)]α-MSH(3-13).</a><span class="source">[Molecular Imaging and Contrast...]</span><div class="brieflinkpop offscreen_noflow"><span xmlns:np="http://ncbi.gov/portal/XSLT/namespace" xmlns:xsi="http://www.w3.org/2001/XMLSchema-instance" 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