Synthesis, structure and nuclease properties of several ternary copper(II) peptide complexes with 1,10-phenanthroline
Three new ternary peptide–Cu(II)–1,10-phenanthroline (phen) complexes, [Cu( l-ala–gly)(phen)]·3.5H 2O 1, [Cu( l-val–gly)(phen)] 2 and [Cu(gly– l-trp)(phen)]·2H 2O 3, have been prepared and structurally characterised. These compounds exist as distorted square pyramidal complexes with the five co-ordi...
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Veröffentlicht in: | Journal of inorganic biochemistry 2003-06, Vol.95 (2), p.77-86 |
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creator | Garcı́a-Raso, Ángel Fiol, Juan J. Adrover, Bartomeu Moreno, Virtudes Mata, Ignasi Espinosa, Enrique Molins, Elies |
description | Three new ternary peptide–Cu(II)–1,10-phenanthroline (phen) complexes, [Cu(
l-ala–gly)(phen)]·3.5H
2O
1, [Cu(
l-val–gly)(phen)]
2 and [Cu(gly–
l-trp)(phen)]·2H
2O
3, have been prepared and structurally characterised. These compounds exist as distorted square pyramidal complexes with the five co-ordination sites occupied by the tridentate peptide dianion and the two heterocyclic nitrogens of the phenanthroline ligand. The bulk of the lateral chain in the peptide moiety determines the relative disposition of the phen ligand. Thus, in [Cu(
l-val–gly)(phen)]
2, the phenanthroline plane is deviated towards the opposite side of the isopropyl group of the
l-valine moiety. On the other hand, in [Cu(gly–
l-trp)(phen)]·2H
2O
3 the absence of stacking interactions between phen and indole rings and the presence of an intramolecular CH⋯π interaction should be pointed out. These complexes exhibit significant differences in their nuclease activity which depends on the nature of the peptidic moiety, the complex [Cu(gly–
l-trp) (phen)]·2H
2O
3 being the most active. |
doi_str_mv | 10.1016/S0162-0134(03)00121-1 |
format | Article |
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l-ala–gly)(phen)]·3.5H
2O
1, [Cu(
l-val–gly)(phen)]
2 and [Cu(gly–
l-trp)(phen)]·2H
2O
3, have been prepared and structurally characterised. These compounds exist as distorted square pyramidal complexes with the five co-ordination sites occupied by the tridentate peptide dianion and the two heterocyclic nitrogens of the phenanthroline ligand. The bulk of the lateral chain in the peptide moiety determines the relative disposition of the phen ligand. Thus, in [Cu(
l-val–gly)(phen)]
2, the phenanthroline plane is deviated towards the opposite side of the isopropyl group of the
l-valine moiety. On the other hand, in [Cu(gly–
l-trp)(phen)]·2H
2O
3 the absence of stacking interactions between phen and indole rings and the presence of an intramolecular CH⋯π interaction should be pointed out. These complexes exhibit significant differences in their nuclease activity which depends on the nature of the peptidic moiety, the complex [Cu(gly–
l-trp) (phen)]·2H
2O
3 being the most active.</description><identifier>ISSN: 0162-0134</identifier><identifier>EISSN: 1873-3344</identifier><identifier>DOI: 10.1016/S0162-0134(03)00121-1</identifier><identifier>PMID: 12763651</identifier><language>eng</language><publisher>United States: Elsevier Inc</publisher><subject>1,10-Phenanthroline ; Copper - chemistry ; Copper - metabolism ; Crystallography, X-Ray ; Deoxyribonucleases - chemistry ; Deoxyribonucleases - metabolism ; Electrophoresis - methods ; Metalloproteins - chemistry ; Metalloproteins - metabolism ; Microscopy, Atomic Force ; Models, Molecular ; Molecular Structure ; Oligopeptides - chemistry ; Oligopeptides - metabolism ; Phenanthrolines - chemistry ; Phenanthrolines - metabolism ; Plasmids - chemistry ; Structure-Activity Relationship ; Ternary peptide copper complexes</subject><ispartof>Journal of inorganic biochemistry, 2003-06, Vol.95 (2), p.77-86</ispartof><rights>2003 Elsevier Inc.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c361t-885140b34d4daf7f3292494c6646f81a8aafd34d657c4edaa399737e93c3315d3</citedby><cites>FETCH-LOGICAL-c361t-885140b34d4daf7f3292494c6646f81a8aafd34d657c4edaa399737e93c3315d3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0162013403001211$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65306</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/12763651$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Garcı́a-Raso, Ángel</creatorcontrib><creatorcontrib>Fiol, Juan J.</creatorcontrib><creatorcontrib>Adrover, Bartomeu</creatorcontrib><creatorcontrib>Moreno, Virtudes</creatorcontrib><creatorcontrib>Mata, Ignasi</creatorcontrib><creatorcontrib>Espinosa, Enrique</creatorcontrib><creatorcontrib>Molins, Elies</creatorcontrib><title>Synthesis, structure and nuclease properties of several ternary copper(II) peptide complexes with 1,10-phenanthroline</title><title>Journal of inorganic biochemistry</title><addtitle>J Inorg Biochem</addtitle><description>Three new ternary peptide–Cu(II)–1,10-phenanthroline (phen) complexes, [Cu(
l-ala–gly)(phen)]·3.5H
2O
1, [Cu(
l-val–gly)(phen)]
2 and [Cu(gly–
l-trp)(phen)]·2H
2O
3, have been prepared and structurally characterised. These compounds exist as distorted square pyramidal complexes with the five co-ordination sites occupied by the tridentate peptide dianion and the two heterocyclic nitrogens of the phenanthroline ligand. The bulk of the lateral chain in the peptide moiety determines the relative disposition of the phen ligand. Thus, in [Cu(
l-val–gly)(phen)]
2, the phenanthroline plane is deviated towards the opposite side of the isopropyl group of the
l-valine moiety. On the other hand, in [Cu(gly–
l-trp)(phen)]·2H
2O
3 the absence of stacking interactions between phen and indole rings and the presence of an intramolecular CH⋯π interaction should be pointed out. These complexes exhibit significant differences in their nuclease activity which depends on the nature of the peptidic moiety, the complex [Cu(gly–
l-trp) (phen)]·2H
2O
3 being the most active.</description><subject>1,10-Phenanthroline</subject><subject>Copper - chemistry</subject><subject>Copper - metabolism</subject><subject>Crystallography, X-Ray</subject><subject>Deoxyribonucleases - chemistry</subject><subject>Deoxyribonucleases - metabolism</subject><subject>Electrophoresis - methods</subject><subject>Metalloproteins - chemistry</subject><subject>Metalloproteins - metabolism</subject><subject>Microscopy, Atomic Force</subject><subject>Models, Molecular</subject><subject>Molecular Structure</subject><subject>Oligopeptides - chemistry</subject><subject>Oligopeptides - metabolism</subject><subject>Phenanthrolines - chemistry</subject><subject>Phenanthrolines - metabolism</subject><subject>Plasmids - chemistry</subject><subject>Structure-Activity Relationship</subject><subject>Ternary peptide copper complexes</subject><issn>0162-0134</issn><issn>1873-3344</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2003</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkMFO3DAQhq2qqCyUR2jlUwUSoZ6MEycnVCEoK63EAThbxp5oXWWT1HZo9-1r2BU9crElzzf-9X-MfQFxAQLq7_f5KAsBKE8FngkBJRTwgS2gUVggSvmRLd6QQ3YU4y8hRFVJ9YkdQqlqrCtYsPl-O6Q1RR_PeUxhtmkOxM3g-DDbnkwkPoVxopA8RT52PNIzBdPzRGEwYcvtOOXp6XJ5xieakneUnzZTT38z_8enNYdzEMW0psHkpDD2fqDP7KAzfaST_X3MHm-uH65ui9Xdz-XVj1VhsYZUNE0FUjyhdNKZTnVYtqVspa1rWXcNmMaYzuVpXSkryRmDbatQUYsWESqHx-zb7t_c4fdMMemNj5b63gw0zlErRCGUkhmsdqANY4yBOj0Fv8n9NAj94lu_-tYvMrVA_epbQ977ug-Ynzbk_m_tBWfgcgdQrvnsKehoPQ2WnA9kk3ajfyfiH7hpkHc</recordid><startdate>20030601</startdate><enddate>20030601</enddate><creator>Garcı́a-Raso, Ángel</creator><creator>Fiol, Juan J.</creator><creator>Adrover, Bartomeu</creator><creator>Moreno, Virtudes</creator><creator>Mata, Ignasi</creator><creator>Espinosa, Enrique</creator><creator>Molins, Elies</creator><general>Elsevier Inc</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20030601</creationdate><title>Synthesis, structure and nuclease properties of several ternary copper(II) peptide complexes with 1,10-phenanthroline</title><author>Garcı́a-Raso, Ángel ; Fiol, Juan J. ; Adrover, Bartomeu ; Moreno, Virtudes ; Mata, Ignasi ; Espinosa, Enrique ; Molins, Elies</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c361t-885140b34d4daf7f3292494c6646f81a8aafd34d657c4edaa399737e93c3315d3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2003</creationdate><topic>1,10-Phenanthroline</topic><topic>Copper - chemistry</topic><topic>Copper - metabolism</topic><topic>Crystallography, X-Ray</topic><topic>Deoxyribonucleases - chemistry</topic><topic>Deoxyribonucleases - metabolism</topic><topic>Electrophoresis - methods</topic><topic>Metalloproteins - chemistry</topic><topic>Metalloproteins - metabolism</topic><topic>Microscopy, Atomic Force</topic><topic>Models, Molecular</topic><topic>Molecular Structure</topic><topic>Oligopeptides - chemistry</topic><topic>Oligopeptides - metabolism</topic><topic>Phenanthrolines - chemistry</topic><topic>Phenanthrolines - metabolism</topic><topic>Plasmids - chemistry</topic><topic>Structure-Activity Relationship</topic><topic>Ternary peptide copper complexes</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Garcı́a-Raso, Ángel</creatorcontrib><creatorcontrib>Fiol, Juan J.</creatorcontrib><creatorcontrib>Adrover, Bartomeu</creatorcontrib><creatorcontrib>Moreno, Virtudes</creatorcontrib><creatorcontrib>Mata, Ignasi</creatorcontrib><creatorcontrib>Espinosa, Enrique</creatorcontrib><creatorcontrib>Molins, Elies</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of inorganic biochemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Garcı́a-Raso, Ángel</au><au>Fiol, Juan J.</au><au>Adrover, Bartomeu</au><au>Moreno, Virtudes</au><au>Mata, Ignasi</au><au>Espinosa, Enrique</au><au>Molins, Elies</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis, structure and nuclease properties of several ternary copper(II) peptide complexes with 1,10-phenanthroline</atitle><jtitle>Journal of inorganic biochemistry</jtitle><addtitle>J Inorg Biochem</addtitle><date>2003-06-01</date><risdate>2003</risdate><volume>95</volume><issue>2</issue><spage>77</spage><epage>86</epage><pages>77-86</pages><issn>0162-0134</issn><eissn>1873-3344</eissn><abstract>Three new ternary peptide–Cu(II)–1,10-phenanthroline (phen) complexes, [Cu(
l-ala–gly)(phen)]·3.5H
2O
1, [Cu(
l-val–gly)(phen)]
2 and [Cu(gly–
l-trp)(phen)]·2H
2O
3, have been prepared and structurally characterised. These compounds exist as distorted square pyramidal complexes with the five co-ordination sites occupied by the tridentate peptide dianion and the two heterocyclic nitrogens of the phenanthroline ligand. The bulk of the lateral chain in the peptide moiety determines the relative disposition of the phen ligand. Thus, in [Cu(
l-val–gly)(phen)]
2, the phenanthroline plane is deviated towards the opposite side of the isopropyl group of the
l-valine moiety. On the other hand, in [Cu(gly–
l-trp)(phen)]·2H
2O
3 the absence of stacking interactions between phen and indole rings and the presence of an intramolecular CH⋯π interaction should be pointed out. These complexes exhibit significant differences in their nuclease activity which depends on the nature of the peptidic moiety, the complex [Cu(gly–
l-trp) (phen)]·2H
2O
3 being the most active.</abstract><cop>United States</cop><pub>Elsevier Inc</pub><pmid>12763651</pmid><doi>10.1016/S0162-0134(03)00121-1</doi><tpages>10</tpages></addata></record> |
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source | MEDLINE; Elsevier ScienceDirect Journals |
subjects | 1,10-Phenanthroline Copper - chemistry Copper - metabolism Crystallography, X-Ray Deoxyribonucleases - chemistry Deoxyribonucleases - metabolism Electrophoresis - methods Metalloproteins - chemistry Metalloproteins - metabolism Microscopy, Atomic Force Models, Molecular Molecular Structure Oligopeptides - chemistry Oligopeptides - metabolism Phenanthrolines - chemistry Phenanthrolines - metabolism Plasmids - chemistry Structure-Activity Relationship Ternary peptide copper complexes |
title | Synthesis, structure and nuclease properties of several ternary copper(II) peptide complexes with 1,10-phenanthroline |
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