ThuliumV1, Pmc, Corpus, bibRecord, 000235

Peptidyl Molecular Imaging Contrast Agents Using a New Solid Phase Peptide Synthesis Approach

Identifieur interne : 000235 ( Pmc/Corpus ); précédent : 000234; suivant : 000236

Peptidyl Molecular Imaging Contrast Agents Using a New Solid Phase Peptide Synthesis Approach

Auteurs : Byunghee Yoo ; Mark D. Pagel

Source :

Bioconjugate chemistry [ 1043-1802 ] ; 2007.

RBID : PMC:2584118

Abstract

A versatile method is disclosed for solid phase peptide synthesis (SPPS) of molecular imaging contrast agents. A DO3A moiety was derivatized to introduce a CBZ-protected amino group and then coupled to a polymeric support. CBZ cleavage with Et₂AlCl/thioanisole was optimized for SPPS. Amino acids were then coupled to the aminoDOTA loaded resin using conventional step-wise Fmoc SPPS to create a product with DOTA coupled to the C-terminus of the peptide. In a second study, the DO3A moiety was coupled to a glycine-loaded polymeric support, and amino acids were then coupled to the amino-DOTA-peptide loaded resin using SPPS, to incorporate DOTA within the peptide sequence. The peptide-(Tm³⁺-DOTA) amide showed a PARAmagnetic Chemical Exchange Saturation Transfer (PARACEST) effect, which demonstrated the utility of this contrast agent for molecular imaging. These results demonstrate the advantages of exploiting SPPS methodologies through the development of unique DOTA derivatives to create peptide-based molecular imaging contrast agents.

Url:

http://www.ncbi.nlm.nih.gov/pmc/articles/PMC2584118

DOI: 10.1021/bc060250q
PubMed: 17330953
PubMed Central: 2584118

Links to Exploration step

PMC:2584118

Le document en format XML

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<author><name sortKey="Yoo, Byunghee" sort="Yoo, Byunghee" uniqKey="Yoo B" first="Byunghee" last="Yoo">Byunghee Yoo</name>
</author>
<author><name sortKey="Pagel, Mark D" sort="Pagel, Mark D" uniqKey="Pagel M" first="Mark D." last="Pagel">Mark D. Pagel</name>
</author>
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<sourceDesc><biblStruct><analytic><title xml:lang="en" level="a" type="main">Peptidyl Molecular Imaging Contrast Agents Using a New Solid Phase Peptide Synthesis Approach</title>
<author><name sortKey="Yoo, Byunghee" sort="Yoo, Byunghee" uniqKey="Yoo B" first="Byunghee" last="Yoo">Byunghee Yoo</name>
</author>
<author><name sortKey="Pagel, Mark D" sort="Pagel, Mark D" uniqKey="Pagel M" first="Mark D." last="Pagel">Mark D. Pagel</name>
</author>
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<series><title level="j">Bioconjugate chemistry</title>
<idno type="ISSN">1043-1802</idno>
<idno type="eISSN">1520-4812</idno>
<imprint><date when="2007">2007</date>
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<front><div type="abstract" xml:lang="en"><p id="P1">A versatile method is disclosed for solid phase peptide synthesis (SPPS) of molecular imaging contrast agents. A DO3A moiety was derivatized to introduce a CBZ-protected amino group and then coupled to a polymeric support. CBZ cleavage with Et<sub>2</sub>
AlCl/thioanisole was optimized for SPPS. Amino acids were then coupled to the aminoDOTA loaded resin using conventional step-wise Fmoc SPPS to create a product with DOTA coupled to the C-terminus of the peptide. In a second study, the DO3A moiety was coupled to a glycine-loaded polymeric support, and amino acids were then coupled to the amino-DOTA-peptide loaded resin using SPPS, to incorporate DOTA within the peptide sequence. The peptide-(Tm<sup>3+</sup>
-DOTA) amide showed a PARAmagnetic Chemical Exchange Saturation Transfer (PARACEST) effect, which demonstrated the utility of this contrast agent for molecular imaging. These results demonstrate the advantages of exploiting SPPS methodologies through the development of unique DOTA derivatives to create peptide-based molecular imaging contrast agents.</p>
</div>
</front>
</TEI>
<pmc article-type="research-article" xml:lang="EN"><pmc-comment>The publisher of this article does not allow downloading of the full text in XML form.</pmc-comment>
  <pmc-dir>properties manuscript</pmc-dir>
  <front><journal-meta><journal-id journal-id-type="nlm-journal-id">9010319</journal-id>
<journal-id journal-id-type="pubmed-jr-id">1061</journal-id>
<journal-id journal-id-type="nlm-ta">Bioconjug Chem</journal-id>
<journal-title>Bioconjugate chemistry</journal-title>
<issn pub-type="ppub">1043-1802</issn>
<issn pub-type="epub">1520-4812</issn>
</journal-meta>
<article-meta><article-id pub-id-type="pmid">17330953</article-id>
<article-id pub-id-type="pmc">2584118</article-id>
<article-id pub-id-type="doi">10.1021/bc060250q</article-id>
<article-id pub-id-type="manuscript">NIHMS62000</article-id>
<article-categories><subj-group subj-group-type="heading"><subject>Article</subject>
</subj-group>
</article-categories>
<title-group><article-title>Peptidyl Molecular Imaging Contrast Agents Using a New Solid Phase Peptide Synthesis Approach</article-title>
</title-group>
<contrib-group><contrib contrib-type="author"><name><surname>Yoo</surname>
<given-names>Byunghee</given-names>
</name>
<email>bxy20@case.edu</email>
</contrib>
<contrib contrib-type="author"><name><surname>Pagel</surname>
<given-names>Mark D.</given-names>
</name>
<email>mpagel@case.edu</email>
<xref ref-type="corresp" rid="cor1">*</xref>
</contrib>
<aff id="A1">Case Center of Imaging Research and Department of Biomedical Engineering, Case Western Reserve University 10900 Euclid Avenue, Cleveland, OHIO 44106</aff>
</contrib-group>
<author-notes><corresp id="cor1"><label>*</label>
To whom correspondence should be addressed. Mark (Marty) Pagel, Ph.D., Case Center for Imaging Research, Assistant Professor of Biomedical Engineering, Case Western Reserve University, Tel.: +216 368 8519. Fax: 216 368 4969. E-mail: <email>mpagel@case.edu</email>
</corresp>
</author-notes>
<pub-date pub-type="nihms-submitted"><day>6</day>
<month>8</month>
<year>2008</year>
</pub-date>
<pub-date pub-type="epub"><day>2</day>
<month>3</month>
<year>2007</year>
</pub-date>
<pub-date pub-type="ppub"><year>2007</year>
</pub-date>
<pub-date pub-type="pmc-release"><day>17</day>
<month>11</month>
<year>2008</year>
</pub-date>
<volume>18</volume>
<issue>3</issue>
<fpage>903</fpage>
<lpage>911</lpage>
<abstract><p id="P1">A versatile method is disclosed for solid phase peptide synthesis (SPPS) of molecular imaging contrast agents. A DO3A moiety was derivatized to introduce a CBZ-protected amino group and then coupled to a polymeric support. CBZ cleavage with Et<sub>2</sub>
AlCl/thioanisole was optimized for SPPS. Amino acids were then coupled to the aminoDOTA loaded resin using conventional step-wise Fmoc SPPS to create a product with DOTA coupled to the C-terminus of the peptide. In a second study, the DO3A moiety was coupled to a glycine-loaded polymeric support, and amino acids were then coupled to the amino-DOTA-peptide loaded resin using SPPS, to incorporate DOTA within the peptide sequence. The peptide-(Tm<sup>3+</sup>
-DOTA) amide showed a PARAmagnetic Chemical Exchange Saturation Transfer (PARACEST) effect, which demonstrated the utility of this contrast agent for molecular imaging. These results demonstrate the advantages of exploiting SPPS methodologies through the development of unique DOTA derivatives to create peptide-based molecular imaging contrast agents.</p>
</abstract>
<kwd-group><kwd>DOTA</kwd>
<kwd>PARACEST</kwd>
<kwd>Caspase-3</kwd>
<kwd>MRI</kwd>
<kwd>Molecular Imaging</kwd>
</kwd-group>
<contract-num rid="DK1">P30 DK027651-259018</contract-num>
<contract-sponsor id="DK1">National Institute of Diabetes and Digestive and Kidney Diseases : NIDDK</contract-sponsor>
</article-meta>
</front>
</pmc>
</record>

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Peptidyl Molecular Imaging Contrast Agents Using a New Solid Phase Peptide Synthesis Approach

Peptidyl Molecular Imaging Contrast Agents Using a New Solid Phase Peptide Synthesis Approach

Source :

Abstract

Links to Exploration step

Le document en format XML

Pour manipuler ce document sous Unix (Dilib)

Pour mettre un lien sur cette page dans le réseau Wicri

Pour générer des pages wiki