Metal Clips Induce Folding of a Short Unstructured Peptide into an α-Helix via Turn Conformations in Water. Kinetic versus Thermodynamic Products
Short peptides corresponding to two to four α-helical turns of proteins are not thermodynamically stable helices in water. Unstructured octapeptide Ac-His1*-Ala2-Ala3-His4*-His5*-Glu6-Leu7-His8*-NH2 (1) reacts with two [Pd(15NH2(CH2)2 15NH2)(NO3)2] in water to form a kinetically stable intermediate,...
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| Veröffentlicht in: | Journal of the American Chemical Society 2004-11, Vol.126 (46), p.15096-15105 |
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| container_issue | 46 |
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| container_title | Journal of the American Chemical Society |
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| creator | Beyer, Renée L Hoang, Huy N Appleton, Trevor G Fairlie, David P |
| description | Short peptides corresponding to two to four α-helical turns of proteins are not thermodynamically stable helices in water. Unstructured octapeptide Ac-His1*-Ala2-Ala3-His4*-His5*-Glu6-Leu7-His8*-NH2 (1) reacts with two [Pd(15NH2(CH2)2 15NH2)(NO3)2] in water to form a kinetically stable intermediate, [{Pden}2{(1,4)(5,8)-peptide}](2), in which two 19-membered metallocyclic rings stabilize two peptide turns. Slow subsequent folding to a thermodynamically more stable two-turn α-helix drives the equilibrium to [{Pden}2{(1,5)(4,8)-peptide}] (3), featuring two 22-membered rings. This transformation from unstructured peptide via turns to an α-helix suggests that metal clips might be useful probes for investigating peptide folding. |
| doi_str_mv | 10.1021/ja0453782 |
| format | Article |
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Kinetic versus Thermodynamic Products</title><title>Journal of the American Chemical Society</title><addtitle>J. Am. Chem. Soc</addtitle><description>Short peptides corresponding to two to four α-helical turns of proteins are not thermodynamically stable helices in water. Unstructured octapeptide Ac-His1*-Ala2-Ala3-His4*-His5*-Glu6-Leu7-His8*-NH2 (1) reacts with two [Pd(15NH2(CH2)2 15NH2)(NO3)2] in water to form a kinetically stable intermediate, [{Pden}2{(1,4)(5,8)-peptide}](2), in which two 19-membered metallocyclic rings stabilize two peptide turns. Slow subsequent folding to a thermodynamically more stable two-turn α-helix drives the equilibrium to [{Pden}2{(1,5)(4,8)-peptide}] (3), featuring two 22-membered rings. This transformation from unstructured peptide via turns to an α-helix suggests that metal clips might be useful probes for investigating peptide folding.</description><subject>Biological and medical sciences</subject><subject>Circular Dichroism</subject><subject>Conformational dynamics in molecular biology</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Kinetics</subject><subject>Metalloproteins - chemical synthesis</subject><subject>Metalloproteins - chemistry</subject><subject>Models, Molecular</subject><subject>Molecular biophysics</subject><subject>Nuclear Magnetic Resonance, Biomolecular</subject><subject>Oligopeptides - chemical synthesis</subject><subject>Oligopeptides - chemistry</subject><subject>Organometallic Compounds - chemistry</subject><subject>Palladium - chemistry</subject><subject>Protein Folding</subject><subject>Protein Structure, Secondary</subject><subject>Protons</subject><subject>Solutions</subject><subject>Spectrometry, Mass, Electrospray Ionization</subject><subject>Temperature</subject><subject>Thermodynamics</subject><subject>Water - chemistry</subject><issn>0002-7863</issn><issn>1520-5126</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2004</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNptkc1uEzEUhS0EomlhwQsgb0DqYop_MuOZJUSUNgQRqamQ2FiOfU0dZuxge6r2NXgTXoRnwlWiZsPqytefjo_PQegVJWeUMPpuo8i05qJlT9CE1oxUNWXNUzQhhLBKtA0_Qscpbcpxylr6HB3Rup62hIgJ-v0FsurxrHfbhC-9GTXg89Ab53_gYLHCVzchZnztU46jzmMEg5ewzc4Adj4HrDz--6e6gN7d4Vun8GqMHs-CtyEOKrvgU-HwN5UhnuHPzkN2Gt9CTGPCqxuIQzD3Xg1luYyhPJ_TC_TMqj7By_08QdfnH1ezi2rx9dPl7P2iUlx0udI1M1qwVpOOdY2woLq1FR1fm6YGYhpLKOdTwWn5tugYWfPaEmsMobUGozk_QW93utsYfo2Qshxc0tD3ykMYk2wEaUuobQFPd6COIaUIVm6jG1S8l5TIhwLkYwGFfb0XHdcDmAO5T7wAb_aASlr1NiqvXTpwDSet6B64ase5lOHu8V7Fn8UYF7VcLa9k933-YT5t53Jx0FU6yU0oLZTs_mPwH2yQqf0</recordid><startdate>20041124</startdate><enddate>20041124</enddate><creator>Beyer, Renée L</creator><creator>Hoang, Huy N</creator><creator>Appleton, Trevor G</creator><creator>Fairlie, David P</creator><general>American Chemical Society</general><scope>BSCLL</scope><scope>IQODW</scope><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>20041124</creationdate><title>Metal Clips Induce Folding of a Short Unstructured Peptide into an α-Helix via Turn Conformations in Water. Kinetic versus Thermodynamic Products</title><author>Beyer, Renée L ; Hoang, Huy N ; Appleton, Trevor G ; Fairlie, David P</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a379t-c52dc728c092967fea9bf793bd65e0d6f013347310007920b35f0fdd015cedc33</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2004</creationdate><topic>Biological and medical sciences</topic><topic>Circular Dichroism</topic><topic>Conformational dynamics in molecular biology</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Kinetics</topic><topic>Metalloproteins - chemical synthesis</topic><topic>Metalloproteins - chemistry</topic><topic>Models, Molecular</topic><topic>Molecular biophysics</topic><topic>Nuclear Magnetic Resonance, Biomolecular</topic><topic>Oligopeptides - chemical synthesis</topic><topic>Oligopeptides - chemistry</topic><topic>Organometallic Compounds - chemistry</topic><topic>Palladium - chemistry</topic><topic>Protein Folding</topic><topic>Protein Structure, Secondary</topic><topic>Protons</topic><topic>Solutions</topic><topic>Spectrometry, Mass, Electrospray Ionization</topic><topic>Temperature</topic><topic>Thermodynamics</topic><topic>Water - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Beyer, Renée L</creatorcontrib><creatorcontrib>Hoang, Huy N</creatorcontrib><creatorcontrib>Appleton, Trevor G</creatorcontrib><creatorcontrib>Fairlie, David P</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><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 the American Chemical Society</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Beyer, Renée L</au><au>Hoang, Huy N</au><au>Appleton, Trevor G</au><au>Fairlie, David P</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Metal Clips Induce Folding of a Short Unstructured Peptide into an α-Helix via Turn Conformations in Water. Kinetic versus Thermodynamic Products</atitle><jtitle>Journal of the American Chemical Society</jtitle><addtitle>J. Am. Chem. Soc</addtitle><date>2004-11-24</date><risdate>2004</risdate><volume>126</volume><issue>46</issue><spage>15096</spage><epage>15105</epage><pages>15096-15105</pages><issn>0002-7863</issn><eissn>1520-5126</eissn><coden>JACSAT</coden><abstract>Short peptides corresponding to two to four α-helical turns of proteins are not thermodynamically stable helices in water. Unstructured octapeptide Ac-His1*-Ala2-Ala3-His4*-His5*-Glu6-Leu7-His8*-NH2 (1) reacts with two [Pd(15NH2(CH2)2 15NH2)(NO3)2] in water to form a kinetically stable intermediate, [{Pden}2{(1,4)(5,8)-peptide}](2), in which two 19-membered metallocyclic rings stabilize two peptide turns. Slow subsequent folding to a thermodynamically more stable two-turn α-helix drives the equilibrium to [{Pden}2{(1,5)(4,8)-peptide}] (3), featuring two 22-membered rings. This transformation from unstructured peptide via turns to an α-helix suggests that metal clips might be useful probes for investigating peptide folding.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><pmid>15548007</pmid><doi>10.1021/ja0453782</doi><tpages>10</tpages></addata></record> |
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| subjects | Biological and medical sciences Circular Dichroism Conformational dynamics in molecular biology Fundamental and applied biological sciences. Psychology Kinetics Metalloproteins - chemical synthesis Metalloproteins - chemistry Models, Molecular Molecular biophysics Nuclear Magnetic Resonance, Biomolecular Oligopeptides - chemical synthesis Oligopeptides - chemistry Organometallic Compounds - chemistry Palladium - chemistry Protein Folding Protein Structure, Secondary Protons Solutions Spectrometry, Mass, Electrospray Ionization Temperature Thermodynamics Water - chemistry |
| title | Metal Clips Induce Folding of a Short Unstructured Peptide into an α-Helix via Turn Conformations in Water. Kinetic versus Thermodynamic Products |
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