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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="64Cu-DOTA-[Pro1,Tyr4]-Bombesin[1-14]" /><meta name="citation_publisher" content="National Center for Biotechnology Information (US)" /><meta name="citation_date" content="2008/01/08" /><meta name="citation_author" content="Kenneth T. Cheng" /><meta name="citation_author" content="Jason S. Lewis" /><meta name="citation_author" content="Gráinne B. Biddlecombe" /><meta name="citation_pmid" content="20641835" /><meta name="citation_fulltext_html_url" content="https://www.ncbi.nlm.nih.gov/books/NBK23640/" /><link rel="schema.DC" href="http://purl.org/DC/elements/1.0/" /><meta name="DC.Title" content="64Cu-DOTA-[Pro1,Tyr4]-Bombesin[1-14]" /><meta name="DC.Type" content="Text" /><meta name="DC.Publisher" content="National Center for Biotechnology Information (US)" /><meta name="DC.Contributor" content="Kenneth T. Cheng" /><meta name="DC.Contributor" content="Jason S. Lewis" /><meta name="DC.Contributor" content="Gráinne B. Biddlecombe" /><meta name="DC.Date" content="2008/01/08" /><meta name="DC.Identifier" content="https://www.ncbi.nlm.nih.gov/books/NBK23640/" /><meta name="description" content="64Cu-DOTA-[Pro1,Tyr4]-Bombesin[1-14] (64Cu-MP2346) is a peptide analog of human gastrin-releasing peptide (GRP) conjugated with 64Cu, and it was developed for positron emission tomography (PET) imaging of tumors with overexpressed GRP receptors (GRP-R) (1). 64Cu is a positron emitter with a 19.3% abundance and a physical half-life (t½) of 12.7 h." /><meta name="og:title" content="64Cu-DOTA-[Pro1,Tyr4]-Bombesin[1-14]" /><meta name="og:type" content="book" /><meta name="og:description" content="64Cu-DOTA-[Pro1,Tyr4]-Bombesin[1-14] (64Cu-MP2346) is a peptide analog of human gastrin-releasing peptide (GRP) conjugated with 64Cu, and it was developed for positron emission tomography (PET) imaging of tumors with overexpressed GRP receptors (GRP-R) (1). 64Cu is a positron emitter with a 19.3% abundance and a physical half-life (t½) of 12.7 h." /><meta name="og:url" content="https://www.ncbi.nlm.nih.gov/books/NBK23640/" /><meta name="og:site_name" content="NCBI Bookshelf" /><meta name="og:image" content="https://www.ncbi.nlm.nih.gov/corehtml/pmc/pmcgifs/bookshelf/thumbs/th-micad-lrg.png" /><meta name="twitter:card" content="summary" /><meta name="twitter:site" content="@ncbibooks" /><meta name="bk-non-canon-loc" content="/books/n/micad/MP2346Cu64/" /><link rel="canonical" href="https://www.ncbi.nlm.nih.gov/books/NBK23640/" /><link rel="stylesheet" href="/corehtml/pmc/css/figpopup.css" type="text/css" media="screen" /><link rel="stylesheet" href="/corehtml/pmc/css/bookshelf/2.26/css/books.min.css" type="text/css" /><link rel="stylesheet" href="/corehtml/pmc/css/bookshelf/2.26/css/books_print.min.css" type="text/css" media="print" /><style type="text/css">p a.figpopup{display:inline !important} .bk_tt {font-family: monospace} .first-line-outdent .bk_ref {display: inline} .body-content h2, .body-content .h2 {border-bottom: 1px solid #97B0C8} .body-content h2.inline {border-bottom: none} a.page-toc-label , .jig-ncbismoothscroll a {text-decoration:none;border:0 !important} .temp-labeled-list .graphic {display:inline-block !important} .temp-labeled-list img{width:100%}</style><script type="text/javascript" src="/corehtml/pmc/js/jquery.hoverIntent.min.js"> </script><script type="text/javascript" src="/corehtml/pmc/js/common.min.js?_=3.18"> </script><script type="text/javascript" src="/corehtml/pmc/js/large-obj-scrollbars.min.js"> </script><script type="text/javascript">window.name="mainwindow";</script><script type="text/javascript" src="/corehtml/pmc/js/bookshelf/2.26/book-toc.min.js"> </script><script type="text/javascript" src="/corehtml/pmc/js/bookshelf/2.26/books.min.js"> </script><meta name="book-collection" content="NONE" />
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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="#__NBK23640_dtls__">Show details</a><div style="display:none" class="ui-widget" id="__NBK23640_dtls__"><div>Bethesda (MD): <a href="https://www.ncbi.nlm.nih.gov/" ref="pagearea=page-banner&targetsite=external&targetcat=link&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/Cu64-DTPA-ProT/" title="Previous page in this title">< Prev</a><a class="active page_link next" href="/books/n/micad/TrastFv-FcDM64Cu/" title="Next page in this title">Next ></a></div></div></div></div></div>
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<div class="main-content lit-style" itemscope="itemscope" itemtype="http://schema.org/CreativeWork"><div class="meta-content fm-sec"><h1 id="_NBK23640_"><span class="title" itemprop="name"><sup>64</sup>Cu-DOTA-[Pro<sup>1</sup>,Tyr<sup>4</sup>]-Bombesin[1-14]</span></h1><div itemprop="alternativeHeadline" class="subtitle whole_rhythm"><sup>64</sup>Cu-MP2346</div><p class="contrib-group"><span itemprop="author">Kenneth T. Cheng</span>, PhD, <span itemprop="author">Jason S. Lewis</span>, PhD, and <span itemprop="author">Gráinne B. Biddlecombe</span>, MS.</p><a data-jig="ncbitoggler" href="#__NBK23640_ai__" style="border:0;text-decoration:none">Author Information and Affiliations</a><div style="display:none" class="ui-widget" id="__NBK23640_ai__"><div class="contrib half_rhythm"><span itemprop="author">Kenneth T. Cheng</span>, PhD<div class="affiliation small">
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National Center for Biotechnology Information, NLM, NIH, Bethesda, MD,
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||
<span class="before-email-separator"></span><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>
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||
</div></div><div class="contrib half_rhythm"><span itemprop="author">Jason S. Lewis</span>, PhD<div class="affiliation small">
|
||
Mallinckrodt Institute of Radiology, Washington University School of Medicine, St. Louis, MO, Corresponding Author,
|
||
<span class="before-email-separator"></span><span class="email-label">Email: </span><a href="mailto:dev@null" data-email="ude.ltsuw@siwel.s.j" class="oemail">ude.ltsuw@siwel.s.j</a>
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</div></div><div class="contrib half_rhythm"><span itemprop="author">Gráinne B. Biddlecombe</span>, MS<div class="affiliation small">
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Mallinckrodt Institute of Radiology, Washington University School of Medicine, St. Louis, MO,
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<span class="before-email-separator"></span><span class="email-label">Email: </span><a href="mailto:dev@null" data-email="ude.ltsuw.rim@gebmocelddib" class="oemail">ude.ltsuw.rim@gebmocelddib</a>
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</div></div></div><p class="small">Created: <span itemprop="datePublished">August 16, 2007</span>; Last Update: <span itemprop="dateModified">January 8, 2008</span>.</p></div><div class="jig-ncbiinpagenav body-content whole_rhythm" data-jigconfig="allHeadingLevels: ['h2'],smoothScroll: false" itemprop="text"><div id="MP2346Cu64.T1" class="table"><p class="large-table-link" style="display:none"><span class="right"><a href="/books/NBK23640/table/MP2346Cu64.T1/?report=objectonly" target="object">View in own window</a></span></p><div class="large_tbl" id="__MP2346Cu64.T1_lrgtbl__"><table><tbody><tr><td rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">
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<b>Chemical name:</b>
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</td><td rowspan="1" colspan="1" style="text-align:left;vertical-align:top;"><sup>64</sup>Cu-DOTA-[Pro<sup>1</sup>,Tyr<sup>4</sup>]-Bombesin[1-14]</td><td rowspan="9" colspan="1" style="text-align:left;vertical-align:middle;">
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<a href="https://pubchem.ncbi.nlm.nih.gov/substance/26697031" title="View this structure in PubChem" class="img_link" ref="pagearea=body&targetsite=entrez&targetcat=link&targettype=pubchem"><img src="https://pubchem.ncbi.nlm.nih.gov/image/imgsrv.fcgi?t=l&sid=26697031" alt="image 26697031 in the ncbi pubchem database" /></a>
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</td></tr><tr><td rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">
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<b>Abbreviated name:</b>
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</td><td rowspan="1" colspan="1" style="text-align:left;vertical-align:top;"><sup>64</sup>Cu-MP2346</td></tr><tr><td rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">
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<b>Synonym:</b>
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</td><td rowspan="1" colspan="1" style="text-align:left;vertical-align:top;"><sup>64</sup>Cu-Bombesin, <sup>64</sup>Cu-BN, <sup>64</sup>Cu-BNN</td></tr><tr><td rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">
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<b>Agent Category:</b>
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</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;">
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<b>Target:</b>
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</td><td rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Gastrin-releasing peptide receptor (GRP-R)</td></tr><tr><td rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">
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<b>Target Category:</b>
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</td><td rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Receptor binding</td></tr><tr><td rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">
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<b>Method of detection:</b>
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</td><td rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Positron emission tomography (PET) imaging</td></tr><tr><td rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">
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<b>Source of signal/ contrast:</b>
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</td><td rowspan="1" colspan="1" style="text-align:left;vertical-align:top;"><sup>64</sup>Cu</td></tr><tr><td rowspan="1" colspan="1" style="text-align:right;vertical-align:top;">
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<b>Activation:</b>
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</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;">
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<b>Studies:</b>
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</td><td rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">
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<ul class="simple-list"><li class="half_rhythm"><div>
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<img alt="Checkbox" src="/corehtml/pmc/css/bookshelf/2.26/img/studies.checkbox.png" />
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<i>In vitro</i>
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</div></li></ul>
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<ul class="simple-list"><li class="half_rhythm"><div>
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<img alt="Checkbox" src="/corehtml/pmc/css/bookshelf/2.26/img/studies.checkbox.png" /> Rodents
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</div></li></ul>
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<br />
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</td><td rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Click on the above structure for additional information in <a href="http://pubchem.ncbi.nlm.nih.gov" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">PubChem</a>.<br />Click on <a href="/entrez/viewer.fcgi?db=protein&id=55584176" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">protein</a>, <a href="/entrez/viewer.fcgi?db=nuccore&id=61677286" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">nucleotide</a> (RefSeq), and <a href="/sites/entrez?Db=gene&Cmd=ShowDetailView&TermToSearch=2925&ordinalpos=5&itool=EntrezSystem2.PEntrez.Gene.Gene_ResultsPanel.Gene_RVDocSum" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">gene</a> for more information about BN and GRP.</td></tr></tbody></table></div></div><div id="MP2346Cu64.Background"><h2 id="_MP2346Cu64_Background_">Background</h2><p>[<a href="/sites/entrez?Db=pubmed&Cmd=DetailsSearch&Term=(86Y-Bombesin)+OR+(gastrin-releasing+peptide+probe)" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">PubMed</a>]</p><p><sup>64</sup>Cu-DOTA-[Pro<sup>1</sup>,Tyr<sup>4</sup>]-Bombesin[1-14] (<sup>64</sup>Cu-MP2346) is a peptide analog of human gastrin-releasing peptide (GRP) conjugated with <sup>64</sup>Cu, and it was developed for positron emission tomography (PET) imaging of tumors with overexpressed GRP receptors (GRP-R) (<a class="bk_pop" href="#MP2346Cu64.EXTYLES.1">1</a>). <sup>64</sup>Cu is a positron emitter with a 19.3% abundance and a physical half-life (<i>t</i><sub>½</sub>) of 12.7 h.</p><p>The amphibian bombesin (BBN or BN), a peptide of 14 amino acids, is an analog of human GRP, a peptide of 27 amino acids, that binds to GRP-R with high affinity and specificity (<a class="bk_pop" href="#MP2346Cu64.EXTYLES.2">2</a>, <a class="bk_pop" href="#MP2346Cu64.EXTYLES.3">3</a>). Both GRP and BN share an amidated C-terminus sequence homology of seven amino acids, -Trp-Ala-Val-Gly-His-Leu-Met-NH<sub>2</sub>. BN-Like peptides have been shown to induce various biological responses in diverse tissues, including the central nervous system (CNS) and the gastrointestinal (GI) system (<a class="bk_pop" href="#MP2346Cu64.EXTYLES.4">4</a>, <a class="bk_pop" href="#MP2346Cu64.EXTYLES.5">5</a>). They also act as potential growth factors for both normal and neoplastic tissues. Specific BN receptors (BN-R) have been identified in CNS and GI tissues and a number of tumor cell lines. The BN-R superfamily includes at least four different subtypes, namely the GRP-R subtype (BB2), the neuromedin B receptor subtype (BB1), the BB3 subtype, and the BB4 subtype (<a class="bk_pop" href="#MP2346Cu64.EXTYLES.6">6</a>). Overexpression of GRP-R in various human tumors (e.g., breast, prostate, lung, colon, ovarian, and pancreatic cancers) provides opportunities to image tumors with the use of specific molecular imaging agents designed to target the GRP-R (<a class="bk_pop" href="#MP2346Cu64.EXTYLES.1">1</a>, <a class="bk_pop" href="#MP2346Cu64.EXTYLES.3">3</a>, <a class="bk_pop" href="#MP2346Cu64.EXTYLES.7">7-9</a>).</p><p>There have been varying degrees of success in the current development of GRP-R–targeted radiopharmaceuticals for diagnostic or therapeutic applications (<a class="bk_pop" href="#MP2346Cu64.EXTYLES.9">9</a>). Various BN analogs have been labeled with <sup>99m</sup>Tc and <sup>111</sup>In for single-photon emission computed tomography (SPECT) imaging (<a class="bk_pop" href="#MP2346Cu64.EXTYLES.10">10</a>, <a class="bk_pop" href="#MP2346Cu64.EXTYLES.11">11</a>). BN Analogs labeled with <sup>68</sup>Ga, <sup>18</sup>F, <sup>86</sup>Y, or <sup>64</sup>Cu have been studied for PET imaging (<a class="bk_pop" href="#MP2346Cu64.EXTYLES.1">1</a>, <a class="bk_pop" href="#MP2346Cu64.EXTYLES.12">12</a>, <a class="bk_pop" href="#MP2346Cu64.EXTYLES.13">13</a>). Breeman et al. (<a class="bk_pop" href="#MP2346Cu64.EXTYLES.14">14</a>, <a class="bk_pop" href="#MP2346Cu64.EXTYLES.15">15</a>) prepared two GRP-R agonists, diethylenetriamine pentaacetic acid (DTPA)-[Pro<sup>1</sup>,Tyr<sup>4</sup>]BN[1-14] and 1,4,7,10-tetraazacyclododecane-<i>N</i>,<i>N'</i>,<i>N''</i>,<i>N'''</i>-tetraacetic acid (DOTA)-[Pro<sup>1</sup>,Tyr<sup>4</sup>]BN[1-14] (MP2346), for radiometal labeling by replacing pGlu<sup>1</sup> and Leu<sup>4</sup> in the native BN with DTPA-Pro or DOTA-Pro and with Tyr, respectively. Both MP2346 and DTPA-[Pro<sup>1</sup>,Tyr<sup>4</sup>]BN[1-14] were readily labeled with <sup>111</sup>In and appeared to be promising radioligands for SPECT imaging. For PET imaging, Biddlecombe et al. (<a class="bk_pop" href="#MP2346Cu64.EXTYLES.1">1</a>) prepared and evaluated <sup>64</sup>Cu-MP2346 and <sup>86</sup>Y-MP2346. The investigators reported distinct differences in the <i>in vivo</i> pharmacokinetics and tumor uptake of these two radioligands; the authors suggested that this may be the result of their differences in peptide-to-receptor affinity, overall chemical charge, and radiometal-chelate stability.</p></div><div id="MP2346Cu64.Synthesis"><h2 id="_MP2346Cu64_Synthesis_">Synthesis</h2><p>[<a href="/sites/entrez?Db=pubmed&Cmd=DetailsSearch&Term=(86Y-Bombesin)+OR+(gastrin-releasing+peptide+probe)" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">PubMed</a>]</p><p>Biddlecombe et al. (<a class="bk_pop" href="#MP2346Cu64.EXTYLES.1">1</a>) reported the synthesis of <sup>64</sup>Cu-MP2346. The [Pro<sup>1</sup>,Tyr<sup>4</sup>]BN[1-14] peptide was synthesized by the standard 9-fluorenylmethyloxycarbonyl (Fmoc) solid-phase chemistry and Rink amide resin. The DOTA conjugation procedure with [Pro<sup>1</sup>,Tyr<sup>4</sup>]BN[1-14] was not discussed. The standard method that involved the sulfosuccinimidyl ester of DOTA was used (<a class="bk_pop" href="#MP2346Cu64.EXTYLES.16">16</a>). The resulting MP2346 was purified with high-performance liquid chromatography (HPLC), and the mass was confirmed by mass spectrometry. The radiolabeling involved mixing MP2346 with <sup>64</sup>Cu chloride (<sup>64</sup>CuCl<sub>2</sub>) in ammonium acetate (pH 5.5). The reaction mixture was incubated at 80ºC for 30 min. Reaction progress and purity were analyzed by analytical reverse-phase HPLC. On the basis of the HPLC analysis, the radiochemical yield and radiochemical purity were >99%. The specific activity was 36.6 MBq/μg (0.99 mCi/μg) or 72.5 GBq/μmol (1.958 Ci/μmol).</p></div><div id="MP2346Cu64.In_Vitro_Studies_Tes"><h2 id="_MP2346Cu64_In_Vitro_Studies_Tes_"><i>In Vitro</i> Studies: Testing in Cells and Tissues</h2><p>[<a href="/sites/entrez?Db=pubmed&Cmd=DetailsSearch&Term=((86Y-Bombesin)+OR+(gastrin-releasing+peptide+probe))+AND+(in+vitro)" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">PubMed</a>]</p><p>Biddlecombe et al. (<a class="bk_pop" href="#MP2346Cu64.EXTYLES.1">1</a>) performed <i>in vitro</i> internalization studies (<i>n</i> = 3) of <sup>64</sup>Cu-MP2346 in human prostate adenocarcinoma PC-3 cells. The amount of specifically internalized <sup>64</sup>Cu-MP2346 was 121.83 ± 33.74 fmol/mg at 15 min after incubation and increased steadily to 512.04 ± 83.41 fmol/mg at 20 h. The amount of surface-bound radioactivity was <100 fmol/mg at all times, and the maximum internalized radioactivity was 535 fmol/mg. In comparison, the <sup>86</sup>Y-MP2346 had a maximum internalization of 1,945 fmol/mg.</p></div><div id="MP2346Cu64.Animal_Studies"><h2 id="_MP2346Cu64_Animal_Studies_">Animal Studies</h2><div id="MP2346Cu64.Rodents"><h3>Rodents</h3><p>[<a href="/sites/entrez?Db=pubmed&Cmd=DetailsSearch&Term=((86Y-Bombesin)+OR+(gastrin-releasing+peptide+probe))++AND+(mice)" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">PubMed</a>]</p><p>Biodistribution studies of <sup>64</sup>Cu-MP2346 were performed in nude mice (<i>n</i> = 5) bearing human prostate adenocarcinoma PC-3 tumors in their flanks (<a class="bk_pop" href="#MP2346Cu64.EXTYLES.1">1</a>). Each mouse received 0.22–0.27 kBq (8–10 μCi) radioactivity in 8–10 ng of <sup>64</sup>Cu-MP2346 by i.v. administration. <sup>64</sup>Cu-MP2346 showed rapid clearance of radioactivity from the blood over 24 h. The tumor radioactivity levels in percentage injected dose per gram (% ID/g) were 0.793 ± 0.181 (1 h), 0.421 ± 0.214 (4 h), and 0.309 ± 0.199 (24 h). The tumor/blood ratios were 6.192 (1 h), 5.511 (4 h), and 4.487 (24 h), and the tumor/muscle ratios were 2.718 (1 h), 4.996 (4 h), and 9.056 (24 h). In comparison, the tumor radioactivity levels and tumor/organ ratios of <sup>86</sup>Y-MP2346 were significantly higher (<i>P</i> < 0.0005). At 1 h, the radioactivity levels (% ID/g) for major organs were 0.128 ± 0.0015 (blood), 0.426 ± 0.117 (lung), 1.329 ± 0.304 (liver), 6.148 ± 1.067 (kidney), 0.316 ± 0.255 (muscle), 0.160 ± 0.048 (heart), 0.885 ± 0.928 (bone), and 4.387 ± 1.090 (pancreas). At 24 h, these levels changed to 0.069 ± 0.007 (blood), 0.218 ± 0.043 (lung), 1.089 ± 0.429 (liver), 1.222 ± 0.296 (kidney), 0.034 ± 0.013 (muscle), 0.1865 ± 0.024 (heart), 0.038 ± 0.026 (bone), and 1.155 ± 0.327 (pancreas). Blocking studies with preinjection of 100 μg of [Tyr<sup>4</sup>]-BN immediately before radioligand injection were performed, and the mice were euthanized 1 h after injection. Radioactivity levels of both the tumor and GRP-R–rich pancreas decreased significantly (<i>P</i> < 0.0005) to 0.099 ± 0.134% ID/g and 0.464 ± 0.259% ID/g, respectively. Similar trends were observed in other GRP-R–rich organs.</p><p>PET imaging with computed tomography coregistration of <sup>64</sup>Cu-MP2346 was conducted in mice bearing PC-3 tumors (<i>n</i> = 3) with a dose of 4.625 MBq (0.125 mCi) in 125 ng peptide by i.v. administration (<a class="bk_pop" href="#MP2346Cu64.EXTYLES.1">1</a>). The images showed that the radioactivity distribution pattern was similar to that of the biodistribution studies. The tumor was clearly visualized for 1–24 h. There was significant activity in the liver as shown by the biodistribution studies. The blocking study of mice coinjected with 100 μg [Tyr<sup>4</sup>]-BN and imaged side by side with mice that received only <sup>64</sup>Cu-MP2346 showed a significant reduction of tumor radioactivity. The measured standard uptake value of <sup>64</sup>Cu-MP2346 for the tumor at 1 h after injection decreased from ~1 (range, 0.8-1) in the study without blocking to ~0.4 (0.2–0.5) with blocking (extrapolated from Figure 4).</p></div><div id="MP2346Cu64.Other_NonPrimate_Mam"><h3>Other Non-Primate Mammals</h3><p>[<a href="/sites/entrez?Db=pubmed&Cmd=DetailsSearch&Term=((86Y-Bombesin)+OR+(gastrin-releasing+peptide+probe))+AND+(primate+NOT+human)" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">PubMed</a>]</p><p>No publication is currently available.</p></div><div id="MP2346Cu64.NonHuman_Primates"><h3>Non-Human Primates</h3><p>[<a href="/sites/entrez?Db=pubmed&Cmd=DetailsSearch&Term=((86Y-Bombesin)+OR+(gastrin-releasing+peptide+probe))+AND+(primate+NOT+human)" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">PubMed</a>]</p><p>No publication is currently available.</p></div></div><div id="MP2346Cu64.Human_Studies"><h2 id="_MP2346Cu64_Human_Studies_">Human Studies</h2><p>[<a href="/sites/entrez?Db=pubmed&Cmd=DetailsSearch&Term=((86Y-Bombesin)+OR+(gastrin-releasing+peptide+probe))+AND+(humans)" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">PubMed</a>]</p><p>No publication is currently available.</p></div><div id="MP2346Cu64.NIH_Support"><h2 id="_MP2346Cu64_NIH_Support_">NIH Support</h2><p>NCI R24 CA86307, NIH/NCI SAIRP grant R24 CA83060, NCI Cancer Center Support Grant 1 P30 CA91842.</p></div><div id="MP2346Cu64.references"><h2 id="_MP2346Cu64_references_">References</h2><dl class="temp-labeled-list"><dt>1.</dt><dd><div class="bk_ref" id="MP2346Cu64.EXTYLES.1">Biddlecombe G.B. , Rogers B.E. , de Visser M. , Parry J.J. , de Jong M. , Erion J.L. , Lewis J.S. Molecular imaging of gastrin-releasing peptide receptor-positive tumors in mice using 64Cu- and 86Y-DOTA-(Pro1,Tyr4)-bombesin(1-14). <span><span class="ref-journal">Bioconjug Chem. </span>2007;<span class="ref-vol">
|
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<strong>18</strong>
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||
</span>(3):724–30.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/17378600" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 17378600</span></a>]</div></dd><dt>2.</dt><dd><div class="bk_ref" id="MP2346Cu64.EXTYLES.2">Smith C.J. , Gali H. , Sieckman G.L. , Higginbotham C. , Volkert W.A. , Hoffman T.J. Radiochemical investigations of (99m)Tc-N(3)S-X-BBN[7-14]NH(2): an in vitro/in vivo structure-activity relationship study where X = 0-, 3-, 5-, 8-, and 11-carbon tethering moieties. <span><span class="ref-journal">Bioconjug Chem. </span>2003;<span class="ref-vol">
|
||
<strong>14</strong>
|
||
</span>(1):93–102.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/12526698" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 12526698</span></a>]</div></dd><dt>3.</dt><dd><div class="bk_ref" id="MP2346Cu64.EXTYLES.3">Ma L. , Yu P. , Veerendra B. , Rold T.L. , Retzloff L. , Prasanphanich A. , Sieckman G. , Hoffman T.J. , Volkert W.A. , Smith C.J. In Vitro and In Vivo Evaluation of Alexa Fluor 680-Bombesin[7-14]NH(2) Peptide Conjugate, a High-Affinity Fluorescent Probe with High Selectivity for the Gastrin-Releasing Peptide Receptor. <span><span class="ref-journal">Mol Imaging. </span>2007;<span class="ref-vol">
|
||
<strong>6</strong>
|
||
</span>(3):171–80.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/17532883" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 17532883</span></a>]</div></dd><dt>4.</dt><dd><div class="bk_ref" id="MP2346Cu64.EXTYLES.4">Mantey S. , Frucht H. , Coy D.H. , Jensen R.T. Characterization of bombesin receptors using a novel, potent, radiolabeled antagonist that distinguishes bombesin receptor subtypes. <span><span class="ref-journal">Mol Pharmacol. </span>1993;<span class="ref-vol">
|
||
<strong>43</strong>
|
||
</span>(5):762–74.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/7684815" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 7684815</span></a>]</div></dd><dt>5.</dt><dd><div class="bk_ref" id="MP2346Cu64.EXTYLES.5">Benya R.V. , Kusui T. , Pradhan T.K. , Battey J.F. , Jensen R.T. Expression and characterization of cloned human bombesin receptors. <span><span class="ref-journal">Mol Pharmacol. </span>1995;<span class="ref-vol">
|
||
<strong>47</strong>
|
||
</span>(1):10–20.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/7838118" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 7838118</span></a>]</div></dd><dt>6.</dt><dd><div class="bk_ref" id="MP2346Cu64.EXTYLES.6">Reubi J.C. , Wenger S. , Schmuckli-Maurer J. , Schaer J.C. , Gugger M. Bombesin receptor subtypes in human cancers: detection with the universal radioligand (125)I-[D-TYR(6), beta-ALA(11), PHE(13), NLE(14)] bombesin(6-14). <span><span class="ref-journal">Clin Cancer Res. </span>2002;<span class="ref-vol">
|
||
<strong>8</strong>
|
||
</span>(4):1139–46.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/11948125" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 11948125</span></a>]</div></dd><dt>7.</dt><dd><div class="bk_ref" id="MP2346Cu64.EXTYLES.7">Smith C.J. , Volkert W.A. , Hoffman T.J. Radiolabeled peptide conjugates for targeting of the bombesin receptor superfamily subtypes. <span><span class="ref-journal">Nucl Med Biol. </span>2005;<span class="ref-vol">
|
||
<strong>32</strong>
|
||
</span>(7):733–40.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/16243649" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 16243649</span></a>]</div></dd><dt>8.</dt><dd><div class="bk_ref" id="MP2346Cu64.EXTYLES.8">Nock B. , Nikolopoulou A. , Chiotellis E. , Loudos G. , Maintas D. , Reubi J.C. , Maina T. [99mTc]Demobesin 1, a novel potent bombesin analogue for GRP receptor-targeted tumour imaging. <span><span class="ref-journal">Eur J Nucl Med Mol Imaging. </span>2003;<span class="ref-vol">
|
||
<strong>30</strong>
|
||
</span>(2):247–58.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/12552343" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 12552343</span></a>]</div></dd><dt>9.</dt><dd><div class="bk_ref" id="MP2346Cu64.EXTYLES.9">Smith C.J. , Volkert W.A. , Hoffman T.J. Gastrin releasing peptide (GRP) receptor targeted radiopharmaceuticals: a concise update. <span><span class="ref-journal">Nucl Med Biol. </span>2003;<span class="ref-vol">
|
||
<strong>30</strong>
|
||
</span>(8):861–8.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/14698790" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 14698790</span></a>]</div></dd><li><div class="bk_ref" id="MP2346Cu64.EXTYLES.10">10. de Visser, M., H.F. Bernard, J.L. Erion, M.A. Schmidt, A. Srinivasan, B. Waser, J.C. Reubi, E.P. Krenning, and M. de Jong, Novel (111)In-labelled bombesin analogues for molecular imaging of prostate tumours. Eur J Nucl Med Mol Imaging, 2007. [<a href="https://pubmed.ncbi.nlm.nih.gov/17287960" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 17287960</span></a>]</div></li><dt>11.</dt><dd><div class="bk_ref" id="MP2346Cu64.EXTYLES.11">Ferro-Flores G. , Arteaga de Murphy C. , Rodriguez-Cortes J. , Pedraza-Lopez M. , Ramirez-Iglesias M.T. Preparation and evaluation of 99mTc-EDDA/HYNIC-[Lys 3]-bombesin for imaging gastrin-releasing peptide receptor-positive tumours. <span><span class="ref-journal">Nucl Med Commun. </span>2006;<span class="ref-vol">
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||
<strong>27</strong>
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</span>(4):371–6.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/16531924" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 16531924</span></a>]</div></dd><dt>12.</dt><dd><div class="bk_ref" id="MP2346Cu64.EXTYLES.12">Breeman W.A. , Bakker W.H. , De Jong M. , Hofland L.J. , Kwekkeboom D.J. , Kooij P.P. , Visser T.J. , Krenning E.P. Studies on radiolabeled somatostatin analogues in rats and in patients. <span><span class="ref-journal">Q J Nucl Med. </span>1996;<span class="ref-vol">
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<strong>40</strong>
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</span>(3):209–20.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/8961800" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 8961800</span></a>]</div></dd><dt>13.</dt><dd><div class="bk_ref" id="MP2346Cu64.EXTYLES.13">Zhang X. , Cai W. , Cao F. , Schreibmann E. , Wu Y. , Wu J.C. , Xing L. , Chen X. 18F-labeled bombesin analogs for targeting GRP receptor-expressing prostate cancer. <span><span class="ref-journal">J Nucl Med. </span>2006;<span class="ref-vol">
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<strong>47</strong>
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</span>(3):492–501.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/16513619" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 16513619</span></a>]</div></dd><dt>14.</dt><dd><div class="bk_ref" id="MP2346Cu64.EXTYLES.14">Breeman W.A. , De Jong M. , Bernard B.F. , Kwekkeboom D.J. , Srinivasan A. , van der Pluijm M.E. , Hofland L.J. , Visser T.J. , Krenning E.P. Pre-clinical evaluation of [(111)In-DTPA-Pro(1), Tyr(4)]bombesin, a new radioligand for bombesin-receptor scintigraphy. <span><span class="ref-journal">Int J Cancer. </span>1999;<span class="ref-vol">
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<strong>83</strong>
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</span>(5):657–63.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/10521803" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 10521803</span></a>]</div></dd><dt>15.</dt><dd><div class="bk_ref" id="MP2346Cu64.EXTYLES.15">Breeman W.A. , de Jong M. , Erion J.L. , Bugaj J.E. , Srinivasan A. , Bernard B.F. , Kwekkeboom D.J. , Visser T.J. , Krenning E.P. Preclinical comparison of (111)In-labeled DTPA- or DOTA-bombesin analogs for receptor-targeted scintigraphy and radionuclide therapy. <span><span class="ref-journal">J Nucl Med. </span>2002;<span class="ref-vol">
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<strong>43</strong>
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</span>(12):1650–6.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/12468515" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 12468515</span></a>]</div></dd><dt>16.</dt><dd><div class="bk_ref" id="MP2346Cu64.EXTYLES.16">Chen X. , Park R. , Hou Y. , Tohme M. , Shahinian A.H. , Bading J.R. , Conti P.S. microPET and autoradiographic imaging of GRP receptor expression with 64Cu-DOTA-[Lys3]bombesin in human prostate adenocarcinoma xenografts. <span><span class="ref-journal">J Nucl Med. </span>2004;<span class="ref-vol">
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<strong>45</strong>
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</span>(8):1390–7.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/15299066" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 15299066</span></a>]</div></dd></dl></div><div><dl class="temp-labeled-list small"><dt></dt><dd><div><p class="no_top_margin"><div>This MICAD chapter is not included in the Open Access Subset, because it was authored / co-authored by one or more investigators who was not a member of the MICAD staff.</div></p></div></dd></dl></div><div id="bk_toc_contnr"></div></div></div>
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<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: NBK23640</span><span class="label">PMID: <a href="https://pubmed.ncbi.nlm.nih.gov/20641835" title="PubMed record of this page" ref="pagearea=meta&targetsite=entrez&targetcat=link&targettype=pubmed">20641835</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/Cu64-DTPA-ProT/" title="Previous page in this title">< Prev</a><a class="active page_link next" href="/books/n/micad/TrastFv-FcDM64Cu/" title="Next page in this title">Next ></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/NBK23640/?report=reader">PubReader</a></li><li><a href="/books/NBK23640/?report=printable">Print View</a></li><li><a data-jig="ncbidialog" href="#_ncbi_dlg_citbx_NBK23640" data-jigconfig="width:400,modal:true">Cite this Page</a><div id="_ncbi_dlg_citbx_NBK23640" style="display:none" title="Cite this Page"><div class="bk_tt">Cheng KT, Lewis JS, Biddlecombe GB. 64Cu-DOTA-[Pro1,Tyr4]-Bombesin[1-14] 2007 Aug 16 [Updated 2008 Jan 8]. 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/NBK23640/pdf/Bookshelf_NBK23640.pdf">PDF version of this page</a> (144K)</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="#MP2346Cu64.Background" ref="log$=inpage&link_id=inpage">Background</a></li><li><a href="#MP2346Cu64.Synthesis" ref="log$=inpage&link_id=inpage">Synthesis</a></li><li><a href="#MP2346Cu64.In_Vitro_Studies_Tes" ref="log$=inpage&link_id=inpage"><i>In Vitro</i> Studies: Testing in Cells and Tissues</a></li><li><a href="#MP2346Cu64.Animal_Studies" ref="log$=inpage&link_id=inpage">Animal Studies</a></li><li><a href="#MP2346Cu64.Human_Studies" ref="log$=inpage&link_id=inpage">Human Studies</a></li><li><a href="#MP2346Cu64.NIH_Support" ref="log$=inpage&link_id=inpage">NIH Support</a></li><li><a href="#MP2346Cu64.references" ref="log$=inpage&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 "Magnetic resonance imaging" 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=""Hyperpolarized 13C"">Hyperpolarized 13C</option><option value=""Iron oxide"">Iron oxide</option><option value=""Nitroxide radicals"">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="("Iron oxide" AND (64Cu OR 124I OR 111In))">Iron oxide and
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xmlns:np="http://ncbi.gov/portal/XSLT/namespace" xmlns:xsi="http://www.w3.org/2001/XMLSchema-instance" class="invert">Review</span> (99m)Tc-Ethylenenediamine-N,N'-diacetic acid/hydrazinonicotinamide[Lys(3)]-bombesin.</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> (99m)Tc-Ethylenenediamine-N,N'-diacetic acid/hydrazinonicotinamide[Lys(3)]-bombesin.<div class="brieflinkpopdesc"><em xmlns:np="http://ncbi.gov/portal/XSLT/namespace" xmlns:xsi="http://www.w3.org/2001/XMLSchema-instance" class="author">Cheng KT, Ferro-Flores G, Arteaga de Murphy C. </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></ul><a class="seemore" 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<a href="https://www.nlm.nih.gov/accessibility.html" class="text-white">Accessibility</a><br />
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<a href="https://www.nlm.nih.gov/careers/careers.html" class="text-white">Careers</a></p>
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<li>
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<a class="text-white" href="https://www.nih.gov/">NIH</a>
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<a class="text-white" href="https://www.hhs.gov/">HHS</a>
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<li>
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<a class="text-white" href="https://www.usa.gov/">USA.gov</a>
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