New endomorphin analogs with mu-agonist and delta-antagonist properties
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| 024 | 7 | 0 | |a 10.1351/pac200476050951 |2 doi |
| 035 | |a (NATIONALLICENCE)gruyter-10.1351/pac200476050951 | ||
| 245 | 0 | 0 | |a New endomorphin analogs with mu-agonist and delta-antagonist properties |h [Elektronische Daten] |c [G. Tóth, A. Keresztes, Cs. Tömböly, A. Péter, F. Fülöp, D. Tourwé, E. Navratilova, É. Varga, W. R. Roeske, H. I. Yamamura, M. Szucs, A. Borsodi] |
| 520 | 3 | |a Endomorphins (endomorphin-1,H-Tyr-Pro-Trp-Phe-NH 2 ,endomorphin-2, Tyr-Pro-Phe-Phe-NH2) are potent and selective µ-opioid receptor agonists. In order to improve the affinity and chemical stability of endomorphins, we have designed, synthesized, and characterized novel analogs with unnatural (2 ',6 '-dimethyltyrosine, Dmt) and/or ß-alicyclic amino acids (ACPC and ACHC). Radioligand binding assay indicated that several of the novel analogs exhibit high affinity for both µ-and d-opioid receptors in rat-or mouse-brain membrane preparations. The most promising derivatives—such as Dmt-Pro-Trp/Phe-Phe-NH2, Dmt-(1 S,2R)-ACPC-Phe-Phe-NH2, and Dmt-(1S,2R)-ACHC-Phe-Phe-NH2 )—were characterized in recombinant cell lines expressing human µ-or d-opioid receptors. Interestingly, while these novel peptides were potent opioid agonists in the functional [35S]GTPgammaS binding assays in Chinese hamster ovary cells expressing the µ-opioid receptors, some behaved as antagonist or inverse agonist in the human d-opioid receptor-expressing CHO cells. Since it has previously been demonstrated that the coadministration of d-antagonists with µ-analgesics attenuates the development of analgesic tolerance, introduction of high-affinity d-antagonist properties into the µ-agonist endomorphins is expected to lead to potent analgesics that produce limited tolerance. | |
| 540 | |a © 2013 Walter de Gruyter GmbH, Berlin/Boston | ||
| 700 | 1 | |a Tóth |D G. |u Institute of Biochemistry, Biological Research Center of Hungarian Academy of Sciences, Szeged, Hungary; University of Szeged, Hungary; Department of Organic Chemistry, Vrije University, Brussels, Belgium; University of Arizona Health Science Center, Tucson, AZ 85724, USA |4 aut | |
| 700 | 1 | |a Keresztes |D A. |u Institute of Biochemistry, Biological Research Center of Hungarian Academy of Sciences, Szeged, Hungary; University of Szeged, Hungary; Department of Organic Chemistry, Vrije University, Brussels, Belgium; University of Arizona Health Science Center, Tucson, AZ 85724, USA |4 aut | |
| 700 | 1 | |a Tömböly |D Cs |u Institute of Biochemistry, Biological Research Center of Hungarian Academy of Sciences, Szeged, Hungary; University of Szeged, Hungary; Department of Organic Chemistry, Vrije University, Brussels, Belgium; University of Arizona Health Science Center, Tucson, AZ 85724, USA |4 aut | |
| 700 | 1 | |a Péter |D A. |u Institute of Biochemistry, Biological Research Center of Hungarian Academy of Sciences, Szeged, Hungary; University of Szeged, Hungary; Department of Organic Chemistry, Vrije University, Brussels, Belgium; University of Arizona Health Science Center, Tucson, AZ 85724, USA |4 aut | |
| 700 | 1 | |a Fülöp |D F. |u Institute of Biochemistry, Biological Research Center of Hungarian Academy of Sciences, Szeged, Hungary; University of Szeged, Hungary; Department of Organic Chemistry, Vrije University, Brussels, Belgium; University of Arizona Health Science Center, Tucson, AZ 85724, USA |4 aut | |
| 700 | 1 | |a Tourwé |D D. |u Institute of Biochemistry, Biological Research Center of Hungarian Academy of Sciences, Szeged, Hungary; University of Szeged, Hungary; Department of Organic Chemistry, Vrije University, Brussels, Belgium; University of Arizona Health Science Center, Tucson, AZ 85724, USA |4 aut | |
| 700 | 1 | |a Navratilova |D E. |u Institute of Biochemistry, Biological Research Center of Hungarian Academy of Sciences, Szeged, Hungary; University of Szeged, Hungary; Department of Organic Chemistry, Vrije University, Brussels, Belgium; University of Arizona Health Science Center, Tucson, AZ 85724, USA |4 aut | |
| 700 | 1 | |a Varga |D É. |u Institute of Biochemistry, Biological Research Center of Hungarian Academy of Sciences, Szeged, Hungary; University of Szeged, Hungary; Department of Organic Chemistry, Vrije University, Brussels, Belgium; University of Arizona Health Science Center, Tucson, AZ 85724, USA |4 aut | |
| 700 | 1 | |a Roeske |D W. R. |u Institute of Biochemistry, Biological Research Center of Hungarian Academy of Sciences, Szeged, Hungary; University of Szeged, Hungary; Department of Organic Chemistry, Vrije University, Brussels, Belgium; University of Arizona Health Science Center, Tucson, AZ 85724, USA |4 aut | |
| 700 | 1 | |a Yamamura |D H. I. |u Institute of Biochemistry, Biological Research Center of Hungarian Academy of Sciences, Szeged, Hungary; University of Szeged, Hungary; Department of Organic Chemistry, Vrije University, Brussels, Belgium; University of Arizona Health Science Center, Tucson, AZ 85724, USA |4 aut | |
| 700 | 1 | |a Szucs |D M. |u Institute of Biochemistry, Biological Research Center of Hungarian Academy of Sciences, Szeged, Hungary; University of Szeged, Hungary; Department of Organic Chemistry, Vrije University, Brussels, Belgium; University of Arizona Health Science Center, Tucson, AZ 85724, USA |4 aut | |
| 700 | 1 | |a Borsodi |D A. |u Institute of Biochemistry, Biological Research Center of Hungarian Academy of Sciences, Szeged, Hungary; University of Szeged, Hungary; Department of Organic Chemistry, Vrije University, Brussels, Belgium; University of Arizona Health Science Center, Tucson, AZ 85724, USA |4 aut | |
| 773 | 0 | |t Pure and Applied Chemistry |d De Gruyter |g 76/5(2004-01-01), 951-957 |x 0033-4545 |q 76:5<951 |1 2004 |2 76 |o pac | |
| 856 | 4 | 0 | |u https://doi.org/10.1351/pac200476050951 |q text/html |z Onlinezugriff via DOI |
| 908 | |D 1 |a research article |2 jats | ||
| 950 | |B NATIONALLICENCE |P 856 |E 40 |u https://doi.org/10.1351/pac200476050951 |q text/html |z Onlinezugriff via DOI | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Tóth |D G. |u Institute of Biochemistry, Biological Research Center of Hungarian Academy of Sciences, Szeged, Hungary; University of Szeged, Hungary; Department of Organic Chemistry, Vrije University, Brussels, Belgium; University of Arizona Health Science Center, Tucson, AZ 85724, USA |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Keresztes |D A. |u Institute of Biochemistry, Biological Research Center of Hungarian Academy of Sciences, Szeged, Hungary; University of Szeged, Hungary; Department of Organic Chemistry, Vrije University, Brussels, Belgium; University of Arizona Health Science Center, Tucson, AZ 85724, USA |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Tömböly |D Cs |u Institute of Biochemistry, Biological Research Center of Hungarian Academy of Sciences, Szeged, Hungary; University of Szeged, Hungary; Department of Organic Chemistry, Vrije University, Brussels, Belgium; University of Arizona Health Science Center, Tucson, AZ 85724, USA |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Péter |D A. |u Institute of Biochemistry, Biological Research Center of Hungarian Academy of Sciences, Szeged, Hungary; University of Szeged, Hungary; Department of Organic Chemistry, Vrije University, Brussels, Belgium; University of Arizona Health Science Center, Tucson, AZ 85724, USA |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Fülöp |D F. |u Institute of Biochemistry, Biological Research Center of Hungarian Academy of Sciences, Szeged, Hungary; University of Szeged, Hungary; Department of Organic Chemistry, Vrije University, Brussels, Belgium; University of Arizona Health Science Center, Tucson, AZ 85724, USA |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Tourwé |D D. |u Institute of Biochemistry, Biological Research Center of Hungarian Academy of Sciences, Szeged, Hungary; University of Szeged, Hungary; Department of Organic Chemistry, Vrije University, Brussels, Belgium; University of Arizona Health Science Center, Tucson, AZ 85724, USA |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Navratilova |D E. |u Institute of Biochemistry, Biological Research Center of Hungarian Academy of Sciences, Szeged, Hungary; University of Szeged, Hungary; Department of Organic Chemistry, Vrije University, Brussels, Belgium; University of Arizona Health Science Center, Tucson, AZ 85724, USA |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Varga |D É. |u Institute of Biochemistry, Biological Research Center of Hungarian Academy of Sciences, Szeged, Hungary; University of Szeged, Hungary; Department of Organic Chemistry, Vrije University, Brussels, Belgium; University of Arizona Health Science Center, Tucson, AZ 85724, USA |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Roeske |D W. R. |u Institute of Biochemistry, Biological Research Center of Hungarian Academy of Sciences, Szeged, Hungary; University of Szeged, Hungary; Department of Organic Chemistry, Vrije University, Brussels, Belgium; University of Arizona Health Science Center, Tucson, AZ 85724, USA |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Yamamura |D H. I. |u Institute of Biochemistry, Biological Research Center of Hungarian Academy of Sciences, Szeged, Hungary; University of Szeged, Hungary; Department of Organic Chemistry, Vrije University, Brussels, Belgium; University of Arizona Health Science Center, Tucson, AZ 85724, USA |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Szucs |D M. |u Institute of Biochemistry, Biological Research Center of Hungarian Academy of Sciences, Szeged, Hungary; University of Szeged, Hungary; Department of Organic Chemistry, Vrije University, Brussels, Belgium; University of Arizona Health Science Center, Tucson, AZ 85724, USA |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Borsodi |D A. |u Institute of Biochemistry, Biological Research Center of Hungarian Academy of Sciences, Szeged, Hungary; University of Szeged, Hungary; Department of Organic Chemistry, Vrije University, Brussels, Belgium; University of Arizona Health Science Center, Tucson, AZ 85724, USA |4 aut | ||
| 950 | |B NATIONALLICENCE |P 773 |E 0- |t Pure and Applied Chemistry |d De Gruyter |g 76/5(2004-01-01), 951-957 |x 0033-4545 |q 76:5<951 |1 2004 |2 76 |o pac | ||
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