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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-DOTA-4-amino-1-carboxymethyl-piperidine-D-Phe-Gln-Trp-Ala-Val-Gly-His-Sta-Leu-NH2" /><meta name="citation_publisher" content="National Center for Biotechnology Information (US)" /><meta name="citation_date" content="2011/05/04" /><meta name="citation_author" content="Kam Leung" /><meta name="citation_pmid" content="21563332" /><meta name="citation_fulltext_html_url" content="https://www.ncbi.nlm.nih.gov/books/NBK54388/" /><link rel="schema.DC" href="http://purl.org/DC/elements/1.0/" /><meta name="DC.Title" content="111In-DOTA-4-amino-1-carboxymethyl-piperidine-D-Phe-Gln-Trp-Ala-Val-Gly-His-Sta-Leu-NH2" /><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="2011/05/04" /><meta name="DC.Identifier" content="https://www.ncbi.nlm.nih.gov/books/NBK54388/" /><meta name="description" content="The amphibian bombesin (BBN or BN, a peptide of 14 amino acids) is an analog of human gastrin-releasing peptide (GRP, a peptide of 27 amino acids) that binds to GRP receptor (GRPR) with high affinity and specificity (1). 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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="#__NBK54388_dtls__">Show details</a><div style="display:none" class="ui-widget" id="__NBK54388_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/DTPA-folate-111In/" title="Previous page in this title">< Prev</a><a class="active page_link next" href="/books/n/micad/RM1-DOTA-111In/" 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="_NBK54388_"><span class="title" itemprop="name"><sup>111</sup>In-DOTA-4-amino-1-carboxymethyl-piperidine-<span class="small-caps">D</span>-Phe-Gln-Trp-Ala-Val-Gly-His-Sta-Leu-NH<sub>2</sub></span></h1><div itemprop="alternativeHeadline" class="subtitle whole_rhythm"><sup>111</sup>In-RM2</div><p class="contrib-group"><span itemprop="author">Kam Leung</span>, PhD.</p><a data-jig="ncbitoggler" href="#__NBK54388_ai__" style="border:0;text-decoration:none">Author Information and Affiliations</a><div style="display:none" class="ui-widget" id="__NBK54388_ai__"><div class="contrib half_rhythm"><span itemprop="author">Kam Leung</span>, PhD<div class="affiliation small">National Center for Biotechnology Information, NLM, NIH<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">February 5, 2011</span>; Last Update: <span itemprop="dateModified">May 4, 2011</span>.</p></div><div class="jig-ncbiinpagenav body-content whole_rhythm" data-jigconfig="allHeadingLevels: ['h2'],smoothScroll: false" itemprop="text"><div id="RM2-111In.T.nc_chemical_name111indota4am" class="table"><p class="large-table-link" style="display:none"><span class="right"><a href="/books/NBK54388/table/RM2-111In.T.nc_chemical_name111indota4am/?report=objectonly" target="object">View in own window</a></span></p><div class="large_tbl" id="__RM2-111In.T.nc_chemical_name111indota4am_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>111</sup>In-DOTA-4-amino-1-carboxymethyl-piperidine-<span class="small-caps">d</span>-Phe-Gln-Trp-Ala-Val-Gly-His-Sta-Leu-NH<sub>2</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;">
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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>111</sup>In-RM2</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;"></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 (GRPR)</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</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;">Single-photon emission computed tomography (SPECT), gamma planar 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>111</sup>In</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><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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</td><td rowspan="1" colspan="1" style="text-align:left;vertical-align:top;">Click on <a href="/entrez/viewer.fcgi?db=protein&id=4885361" 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="/entrez/query.fcgi?db=gene&cmd=Retrieve&dopt=full_report&list_uids=2925" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">gene</a> for more information about gastrin-releasing peptide receptor.</td></tr></tbody></table></div></div><div id="RM2-111In.Background"><h2 id="_RM2-111In_Background_">Background</h2><p>[<a href="/sites/entrez?Db=pubmed&Cmd=DetailsSearch&Term=111In%20RM2" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">PubMed</a>]</p><p>The amphibian bombesin (BBN or BN, a peptide of 14 amino acids) is an analog of human gastrin-releasing peptide (GRP, a peptide of 27 amino acids) that binds to GRP receptor (GRPR) with high affinity and specificity (<a class="bk_pop" href="#RM2-111In.REF.1">1</a>). Both GRP and BBN share an amidated C-terminus sequence homology of seven amino acids, Trp-Ala-Val-Gly-His-Leu-Met-NH<sub>2</sub>. BBN-Like peptides have been shown to induce various biological responses in diverse tissues, including the central nervous system (CNS) and the gastrointestinal (GI) system. They also act as potential growth factors for both normal and neoplastic tissues (<a class="bk_pop" href="#RM2-111In.REF.2">2</a>). Specific BBN receptors have been identified on CNS and GI tissues, including the pancreas, and on a number of tumor cell lines. The BBN-receptor superfamily includes at least four different subtypes, namely neuromedin B (NMB or BB1), the GRPR subtype (BB2), the BB3 subtype, and the BB4 subtype (<a class="bk_pop" href="#RM2-111In.REF.3">3</a>). The findings of GRPR overexpression in various human tumors, such as breast, prostate, lung, colon, ovarian, and pancreatic cancers, provide opportunities for tumor imaging by designing specific molecular imaging agents to target the GRPR.</p><p>Currently used targeting GRPR peptides are primarily agonists. Therefore, there is a need for GRPR antagonist radioligands. Llinares et al. (<a class="bk_pop" href="#RM2-111In.REF.4">4</a>) developed a series of GRPR peptide antagonists. One of them, <span class="small-caps">d</span>-Phe-Gln-Trp-Ala-Val-Gly-His-Sta-Leu-NH<sub>2</sub> (RM26), has been found to be a selective GRPR antagonist. A DOTA-Gly-benzoyl group was added to the C-terminus to form DOTA-Gly-benzoyl-<span class="small-caps">d</span>-Phe-Gln-Trp-Ala-Val-Gly-His-Sta-Leu-NH<sub>2</sub> (RM1). For evaluation as a single-photon emission computed tomography (SPECT) imaging agent for GRPR, <sup>111</sup>In has been attached to RM1 to form <a href="/books/NBK23333/" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri"><sup>111</sup>In-RM1</a> (<a class="bk_pop" href="#RM2-111In.REF.5">5</a>). A new GRPR peptide antagonist, DOTA-4-amino-1-carboxymethyl-piperidine-<span class="small-caps">d</span>-Phe-Gln-Trp-Ala-Val-Gly-His-Sta-Leu-NH<sub>2</sub> (RM2), has been found to have a higher affinity for GRPR than RM1 and has been labeled with <sup>111</sup>In for single-photon emission computed tomography (SPECT) imaging (<a class="bk_pop" href="#RM2-111In.REF.6">6</a>).</p><div id="RM2-111In.Related_Resource_Links"><h3>Related Resource Links:</h3><ul><li class="half_rhythm"><div>Chapters in MICAD (<a href="/sites/entrez?db=Books&cmd=Search&term=GRPR+AND+micad%5bbook%5d&doptcmdl=TOCView&log%24=booksrch&bname=micad" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">GRPR</a>)</div></li><li class="half_rhythm"><div>Gene information in NCBI (<a href="/sites/entrez?db=gene&cmd=Retrieve&dopt=full_report&list_uids=2925" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">GRPR</a>).</div></li><li class="half_rhythm"><div>Articles in OMIM (<a href="/omim/305670" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">GRPR</a>)</div></li><li class="half_rhythm"><div>Clinical trials (<a href="http://www.clinicaltrials.gov/ct2/results?term=Gastrin-releasing+peptide+receptor+" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">GRPR</a>)</div></li><li class="half_rhythm"><div>Drug information in FDA (<a href="http://google-test.fda.gov/search?q=GASTRIN-RELEASING+PEPTIDE+&client=FDAgov&site=FDAgov&lr=&proxystylesheet=FDAgov&output=xml_no_dtd&getfields=*&x=9&y=12" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">GRPR</a>)</div></li></ul></div></div><div id="RM2-111In.Synthesis"><h2 id="_RM2-111In_Synthesis_">Synthesis</h2><p>[<a href="/sites/entrez?Db=pubmed&Cmd=DetailsSearch&Term=111In%20RM2+synthesis" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">PubMed</a>]</p><p>RM2 was prepared by solid-phase peptide synthesis with >70% yield (<a class="bk_pop" href="#RM2-111In.REF.6">6</a>). <sup>111</sup>InCl<sub>3</sub> was added to a solution of RM2 (~6 nmol) in sodium acetate (pH 5). The mixture was heated for 30 min at 95°C. The product, <sup>111</sup>In-RM2, was identified with electrospray-mass spectrometry and used without further purification. The labeling yield of <sup>111</sup>In-RM2 was >95%, with a specific activity of 30 GBq/µmol (0.81 Ci/µmol).</p></div><div id="RM2-111In.In_Vitro_Studies_Testing_in_Ce"><h2 id="_RM2-111In_In_Vitro_Studies_Testing_in_Ce_"><i>In Vitro</i> Studies: Testing in Cells and Tissues</h2><p>[<a href="/sites/entrez?Db=pubmed&Cmd=DetailsSearch&Term=111In%20RM2+in+vitro" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">PubMed</a>]</p><p>Mansi et al. (<a class="bk_pop" href="#RM2-111In.REF.6">6</a>) performed <i>in vitro</i> inhibition studies of RM1, <sup>nat</sup>In-RM1, RM2, and <sup>nat</sup>In-RM2 in cultured PC-3 human prostate cells with <sup>125</sup>I-BBN; Mansi et al. recorded 50% inhibition concentration (IC<sub>50</sub>) values of 35.0 ± 13.0, 14.0 ± 3.4 nM, 7.7 ± 3.3, and 9.3 ± 3.3, respectively. <sup>111</sup>In-RM1 showed a <i>K</i><sub>d</sub> value (affinity constant) of 8.5 ± 2.7 nM and a <i>B</i><sub>max</sub> value (receptor density) of 2.4 ± 0.2 nM, whereas <sup>111</sup>In-RM2 showed a higher affinity (<i>K</i><sub>d</sub>, 2.9 ± 0.4 nM) and a lower receptor density (<i>B</i><sub>max</sub>, 1.1 ± 0.1 nM). PC-3 cells exhibited a 3.7% uptake of the <sup>111</sup>In-RM2 incubation dose at 4 h of incubation at 37°C, with 15.9% of the incubation dose remaining on the cell surface, which indicated a lack of cell internalization of the radioligand. RM2 was able to inhibit the calcium release and receptor internalization induced by BBN indicating antagonist behavior.</p></div><div id="RM2-111In.Animal_Studies"><h2 id="_RM2-111In_Animal_Studies_">Animal Studies</h2><div id="RM2-111In.Rodents"><h3>Rodents</h3><p>[<a href="/sites/entrez?Db=pubmed&Cmd=DetailsSearch&Term=111In%20RM2+rodentia" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">PubMed</a>]</p><p>Mansi et al. (<a class="bk_pop" href="#RM2-111In.REF.6">6</a>) performed <i>ex vivo</i> biodistribution studies of 0.18 MBq (5 μCi) <sup>111</sup>In-RM2 in nude mice (<i>n</i> = 4/group) bearing PC-3 tumors. Tumor accumulation values for <sup>111</sup>In-RM2 were 15.2 ± 4.8, 11.8 ± 2.4, and 6.8 ± 1.0% injected dose per gram (ID/g) at 1, 4, and 24 h after injection, respectively. <sup>111</sup>In-RM2 exhibited a fast blood clearance, with 0.05% ID/g at 4 h after injection. The tumor/blood ratios were 20, 235, and 2,280 at 1, 4, and 24 h after injection, respectively. The initial accumulation was high in the pancreas, kidney, pituitary adrenal, stomach, and intestine at 1 h after injection, with rapid washout by 4 h. Preinjection of excess RM2 peptide (20 nmol, 5 min) inhibited the GRPR-positive tumor, pancreas, stomach, and intestine accumulation by ~90%, with little effect in the other tissues at 4 h after injection.</p><p>SPECT imaging in nude mice (<i>n</i> = 2) bearing PC-3 xenografts was performed with 42 MBq (1.1 mCi) <sup>111</sup>In-RM2 at 24 after injection. The tumors, kidneys, and urinary bladder were clearly visualized. No blocking studies were reported.</p></div><div id="RM2-111In.Other_NonPrimate_Mammals"><h3>Other Non-Primate Mammals</h3><p>[<a href="/sites/entrez?Db=pubmed&Cmd=DetailsSearch&Term=111In%20RM2+and%20%28pig%20or%20dog%20or%20sheep%20or%20rabbit%29" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">PubMed</a>]</p><p>No publication is currently available.</p></div><div id="RM2-111In.NonHuman_Primates"><h3>Non-Human Primates</h3><p>[<a href="/sites/entrez?Db=pubmed&Cmd=DetailsSearch&Term=111In%20RM2+and%20%28primate%20not%20human%29" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">PubMed</a>]</p><p>No publication is currently available.</p></div></div><div id="RM2-111In.Human_Studies"><h2 id="_RM2-111In_Human_Studies_">Human Studies</h2><p>[<a href="/sites/entrez?Db=pubmed&Cmd=DetailsSearch&Term=111In%20RM2+human" ref="pagearea=body&targetsite=external&targetcat=link&targettype=uri">PubMed</a>]</p><p>No publication is currently available.</p></div><div id="RM2-111In.References"><h2 id="_RM2-111In_References_">References</h2><dl class="temp-labeled-list"><dt>1.</dt><dd><div class="bk_ref" id="RM2-111In.REF.1">Gonzalez N., Moody T.W., Igarashi H., Ito T., Jensen R.T.
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<em>Bombesin-related peptides and their receptors: recent advances in their role in physiology and disease states.</em>
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<span><span class="ref-journal">Curr Opin Endocrinol Diabetes Obes. </span>2008;<span class="ref-vol">15</span>(1):58–64.</span> [<a href="/pmc/articles/PMC2631407/" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pmc">PMC free article<span class="bk_prnt">: PMC2631407</span></a>] [<a href="https://pubmed.ncbi.nlm.nih.gov/18185064" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 18185064</span></a>]</div></dd><dt>2.</dt><dd><div class="bk_ref" id="RM2-111In.REF.2">Chung D.H., Evers B.M., Beauchamp R.D., Upp J.R. Jr, Rajaraman S., Townsend C.M. Jr, Thompson J.C.
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<em>Bombesin stimulates growth of human gastrinoma.</em>
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<span><span class="ref-journal">Surgery. </span>1992;<span class="ref-vol">112</span>(6):1059–65.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/1455308" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 1455308</span></a>]</div></dd><dt>3.</dt><dd><div class="bk_ref" id="RM2-111In.REF.3">Benya R.V., Kusui T., Pradhan T.K., Battey J.F., Jensen R.T.
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<em>Expression and characterization of cloned human bombesin receptors.</em>
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<span><span class="ref-journal">Mol Pharmacol. </span>1995;<span class="ref-vol">47</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>4.</dt><dd><div class="bk_ref" id="RM2-111In.REF.4">Llinares M., Devin C., Chaloin O., Azay J., Noel-Artis A.M., Bernad N., Fehrentz J.A., Martinez J.
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<em>Syntheses and biological activities of potent bombesin receptor antagonists.</em>
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<span><span class="ref-journal">J Pept Res. </span>1999;<span class="ref-vol">53</span>(3):275–83.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/10231715" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 10231715</span></a>]</div></dd><dt>5.</dt><dd><div class="bk_ref" id="RM2-111In.REF.5">Mansi R., Wang X., Forrer F., Kneifel S., Tamma M.L., Waser B., Cescato R., Reubi J.C., Maecke H.R.
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<em>Evaluation of a 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid-conjugated bombesin-based radioantagonist for the labeling with single-photon emission computed tomography, positron emission tomography, and therapeutic radionuclides.</em>
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<span><span class="ref-journal">Clin Cancer Res. </span>2009;<span class="ref-vol">15</span>(16):5240–9.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/19671861" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 19671861</span></a>]</div></dd><dt>6.</dt><dd><div class="bk_ref" id="RM2-111In.REF.6">Mansi R., Wang X., Forrer F., Waser B., Cescato R., Graham K., Borkowski S., Reubi J.C., Maecke H.R.
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<em>Development of a potent DOTA-conjugated bombesin antagonist for targeting GRPr-positive tumours.</em>
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<span><span class="ref-journal">Eur J Nucl Med Mol Imaging. </span>2011;<span class="ref-vol">38</span>(1):97–107.</span> [<a href="https://pubmed.ncbi.nlm.nih.gov/20717822" ref="pagearea=cite-ref&targetsite=entrez&targetcat=link&targettype=pubmed">PubMed<span class="bk_prnt">: 20717822</span></a>]</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: NBK54388</span><span class="label">PMID: <a href="https://pubmed.ncbi.nlm.nih.gov/21563332" title="PubMed record of this page" ref="pagearea=meta&targetsite=entrez&targetcat=link&targettype=pubmed">21563332</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/DTPA-folate-111In/" title="Previous page in this title">< Prev</a><a class="active page_link next" href="/books/n/micad/RM1-DOTA-111In/" 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/NBK54388/?report=reader">PubReader</a></li><li><a href="/books/NBK54388/?report=printable">Print View</a></li><li><a data-jig="ncbidialog" href="#_ncbi_dlg_citbx_NBK54388" data-jigconfig="width:400,modal:true">Cite this Page</a><div id="_ncbi_dlg_citbx_NBK54388" style="display:none" title="Cite this Page"><div class="bk_tt">Leung K. 111In-DOTA-4-amino-1-carboxymethyl-piperidine-D-Phe-Gln-Trp-Ala-Val-Gly-His-Sta-Leu-NH2. 2011 Feb 5 [Updated 2011 May 4]. 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/NBK54388/pdf/Bookshelf_NBK54388.pdf">PDF version of this page</a> (132K)</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="#RM2-111In.Background" ref="log$=inpage&link_id=inpage">Background</a></li><li><a href="#RM2-111In.Synthesis" ref="log$=inpage&link_id=inpage">Synthesis</a></li><li><a href="#RM2-111In.In_Vitro_Studies_Testing_in_Ce" ref="log$=inpage&link_id=inpage"><i>In Vitro</i> Studies: Testing in Cells and Tissues</a></li><li><a href="#RM2-111In.Animal_Studies" ref="log$=inpage&link_id=inpage">Animal Studies</a></li><li><a href="#RM2-111In.Human_Studies" ref="log$=inpage&link_id=inpage">Human Studies</a></li><li><a href="#RM2-111In.References" ref="log$=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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href="/books/?Db=pubmed&DbFrom=books&Cmd=Link&LinkName=books_pubmed_refs&IdsFromResult=2458898" ref="log$=recordlinks">PubMed</a><div class="brieflinkpop offscreen_noflow">Links to PubMed</div></li></ul></div></div><div class="portlet"><div class="portlet_head"><div class="portlet_title"><h3><span>Similar articles in PubMed</span></h3></div><a name="Shutter" sid="1" href="#" class="portlet_shutter" title="Show/hide content" remembercollapsed="true" pgsec_name="PBooksDiscovery_RA" id="Shutter"></a></div><div class="portlet_content"><ul><li class="brieflinkpopper two_line"><a class="brieflinkpopperctrl" href="/pubmed/21882401" ref="ordinalpos=1&linkpos=1&log$=relatedreviews&logdbfrom=pubmed"><span xmlns:np="http://ncbi.gov/portal/XSLT/namespace" xmlns:xsi="http://www.w3.org/2001/XMLSchema-instance" class="invert">Review</span> 3-Cyano-4-[(18)F]fluoro-benzoyl-Ala(SO(3)H)-Ala(SO(3)H)-Ava-Gln-Trp-Ala-Val-NMeGly-His-Sta-Leu-NH(2).</a><span class="source">[Molecular Imaging and 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