Cyclic DGR-peptidomimetic containing a bicyclic reverse turn inducer as a selective alpha(v)beta (5) integrin ligand
3-Aza-6,8-dioxabicyclo[3.2.1]octane-based amino acids as reverse turn inducers have been introduced into cyclic peptidomimetics containing the RGD or DGR retro-sequence, in order to achieve a stereochemical scanning of the binding capability of the resulting molecules towards alpha(v)beta(3) and alp...
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| Veröffentlicht in: | Amino acids 2010-01, Vol.38 (1), p.329-337 |
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| container_title | Amino acids |
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| creator | Trabocchi, A Menchi, G Danieli, E Potenza, D Cini, N Bottoncetti, A Raspanti, S Pupi, A Guarna, Antonio |
| description | 3-Aza-6,8-dioxabicyclo[3.2.1]octane-based amino acids as reverse turn inducers have been introduced into cyclic peptidomimetics containing the RGD or DGR retro-sequence, in order to achieve a stereochemical scanning of the binding capability of the resulting molecules towards alpha(v)beta(3) and alpha(v)beta(5) integrins, resulting in retro-inverso DGR peptides as micromolar ligands. A comparative analysis between the conformational preferences of 4 and of its isomer 3, having the opposite RGD sequence, was reported with respect to the binding activity, giving insight into the factors affecting the preferential binding of 4 to the alpha(v)beta(5) integrin. |
| doi_str_mv | 10.1007/s00726-009-0255-6 |
| format | Article |
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A comparative analysis between the conformational preferences of 4 and of its isomer 3, having the opposite RGD sequence, was reported with respect to the binding activity, giving insight into the factors affecting the preferential binding of 4 to the alpha(v)beta(5) integrin.</description><identifier>EISSN: 1438-2199</identifier><identifier>DOI: 10.1007/s00726-009-0255-6</identifier><identifier>PMID: 19267182</identifier><language>eng</language><publisher>Austria</publisher><subject>Female ; Humans ; Kinetics ; Ligands ; Peptides, Cyclic - agonists ; Peptides, Cyclic - chemical synthesis ; Peptides, Cyclic - chemistry ; Placenta - chemistry ; Placenta - metabolism ; Pregnancy ; Protein Binding ; Receptors, Vitronectin - chemistry ; Receptors, Vitronectin - metabolism</subject><ispartof>Amino acids, 2010-01, Vol.38 (1), p.329-337</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27923,27924</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/19267182$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Trabocchi, A</creatorcontrib><creatorcontrib>Menchi, G</creatorcontrib><creatorcontrib>Danieli, E</creatorcontrib><creatorcontrib>Potenza, D</creatorcontrib><creatorcontrib>Cini, N</creatorcontrib><creatorcontrib>Bottoncetti, A</creatorcontrib><creatorcontrib>Raspanti, S</creatorcontrib><creatorcontrib>Pupi, A</creatorcontrib><creatorcontrib>Guarna, Antonio</creatorcontrib><title>Cyclic DGR-peptidomimetic containing a bicyclic reverse turn inducer as a selective alpha(v)beta (5) integrin ligand</title><title>Amino acids</title><addtitle>Amino Acids</addtitle><description>3-Aza-6,8-dioxabicyclo[3.2.1]octane-based amino acids as reverse turn inducers have been introduced into cyclic peptidomimetics containing the RGD or DGR retro-sequence, in order to achieve a stereochemical scanning of the binding capability of the resulting molecules towards alpha(v)beta(3) and alpha(v)beta(5) integrins, resulting in retro-inverso DGR peptides as micromolar ligands. 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| identifier | EISSN: 1438-2199 |
| ispartof | Amino acids, 2010-01, Vol.38 (1), p.329-337 |
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| source | MEDLINE; SpringerLink Journals - AutoHoldings |
| subjects | Female Humans Kinetics Ligands Peptides, Cyclic - agonists Peptides, Cyclic - chemical synthesis Peptides, Cyclic - chemistry Placenta - chemistry Placenta - metabolism Pregnancy Protein Binding Receptors, Vitronectin - chemistry Receptors, Vitronectin - metabolism |
| title | Cyclic DGR-peptidomimetic containing a bicyclic reverse turn inducer as a selective alpha(v)beta (5) integrin ligand |
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