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rdf:type |
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lifeskim:mentions |
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pubmed:issue |
18
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pubmed:dateCreated |
2008-9-19
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pubmed:abstractText |
A synthesis of the novel tyrosine analogue (2 S)-2-methyl-3-(2,6-dimethyl-4-carbamoylphenyl)propanoic acid [(2 S)-Mdcp] (15) was developed. In (2 S)-Mdcp, the amino and hydroxyl groups of 2',6'-dimethyltyrosine are replaced by a methyl and a carbamoyl group, respectively, and its substitution for Tyr (1) in opioid agonist peptides resulted in compounds showing antagonism at all three opioid receptors. The cyclic peptide (2 S)-Mdcp-c[D-Cys-Gly-Phe(pNO 2)-D-Cys]NH 2 (1) was a potent and selective mu antagonist, whereas (2 S)-Mdcp-c[D-Pen-Gly-Phe(pF)-Pen]-Phe-OH (3) showed subnanomolar delta antagonist activity and extraordinary delta selectivity.
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pubmed:grant |
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pubmed:commentsCorrections |
http://linkedlifedata.com/resource/pubmed/commentcorrection/18800771-11543672,
http://linkedlifedata.com/resource/pubmed/commentcorrection/18800771-12801590,
http://linkedlifedata.com/resource/pubmed/commentcorrection/18800771-1311764,
http://linkedlifedata.com/resource/pubmed/commentcorrection/18800771-14736242,
http://linkedlifedata.com/resource/pubmed/commentcorrection/18800771-15177470,
http://linkedlifedata.com/resource/pubmed/commentcorrection/18800771-15686532,
http://linkedlifedata.com/resource/pubmed/commentcorrection/18800771-16913729,
http://linkedlifedata.com/resource/pubmed/commentcorrection/18800771-17266203,
http://linkedlifedata.com/resource/pubmed/commentcorrection/18800771-18207400,
http://linkedlifedata.com/resource/pubmed/commentcorrection/18800771-2160538,
http://linkedlifedata.com/resource/pubmed/commentcorrection/18800771-2878079,
http://linkedlifedata.com/resource/pubmed/commentcorrection/18800771-6319885,
http://linkedlifedata.com/resource/pubmed/commentcorrection/18800771-9397176
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pubmed:language |
eng
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pubmed:journal |
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pubmed:citationSubset |
IM
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pubmed:chemical |
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pubmed:status |
MEDLINE
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pubmed:month |
Sep
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pubmed:issn |
1520-4804
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pubmed:author |
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pubmed:issnType |
Electronic
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pubmed:day |
25
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pubmed:volume |
51
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
5866-70
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pubmed:dateRevised |
2011-8-1
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pubmed:meshHeading |
pubmed-meshheading:18800771-Benzamides,
pubmed-meshheading:18800771-Magnetic Resonance Spectroscopy,
pubmed-meshheading:18800771-Molecular Structure,
pubmed-meshheading:18800771-Opioid Peptides,
pubmed-meshheading:18800771-Phenylpropionates,
pubmed-meshheading:18800771-Receptors, Opioid, delta,
pubmed-meshheading:18800771-Spectrometry, Mass, Electrospray Ionization
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pubmed:year |
2008
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pubmed:articleTitle |
Novel opioid peptide derived antagonists containing (2S)-2-methyl-3-(2,6-dimethyl-4-carbamoylphenyl)propanoic acid [(2S)-Mdcp].
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pubmed:affiliation |
Department of Chemistry and Medicinal Chemistry Program, Office of Life Sciences, National University of Singapore, 3 Science Drive 3, Singapore.
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't,
Research Support, N.I.H., Extramural
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