Synthesis and Structural Analysis of Ruthenium-bound Norvaline Peptides
A series of norvaline (Nva) peptides possessing ONO-pincer ruthenium complexes, Boc-{l-[Ru(pydc)(t-Bu-terpy)]Nva}n-OMe (n = 2–6), were synthesized successfully by solution-phase peptide synthesis. Efficient coupling of equimolar amounts of N-free Ru-bound norvaline peptides, H-{l-[Ru(pydc)(t-Bu-terp...
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| Veröffentlicht in: | Chemistry letters 2017, Vol.46 (5), p.665-668 |
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| container_title | Chemistry letters |
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| creator | Takaya, Hikaru Yokoi, Tomoya Yoshida, Ryota Isozaki, Katsuhiro Kawakami, Toru Takenaka, Toshio Nakamura, Masaharu |
| description | A series of norvaline (Nva) peptides possessing ONO-pincer ruthenium complexes, Boc-{l-[Ru(pydc)(t-Bu-terpy)]Nva}n-OMe (n = 2–6), were synthesized successfully by solution-phase peptide synthesis. Efficient coupling of equimolar amounts of N-free Ru-bound norvaline peptides, H-{l-[Ru(pydc)(t-Bu-terpy)]Nva}n-OMe, and C-free Ru-bound norvaline, Boc-l-[Ru(pydc)(t-Bu-terpy)]Nva-OH, was achieved by using the 2-chloro-4,6-dimethoxy-1,3,5-triazine-based method. Structural analysis by means of CD and NMR spectroscopy revealed the formation of stable helical conformations in peptides more than three residues. |
| doi_str_mv | 10.1246/cl.170012 |
| format | Article |
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Efficient coupling of equimolar amounts of N-free Ru-bound norvaline peptides, H-{l-[Ru(pydc)(t-Bu-terpy)]Nva}n-OMe, and C-free Ru-bound norvaline, Boc-l-[Ru(pydc)(t-Bu-terpy)]Nva-OH, was achieved by using the 2-chloro-4,6-dimethoxy-1,3,5-triazine-based method. 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Efficient coupling of equimolar amounts of N-free Ru-bound norvaline peptides, H-{l-[Ru(pydc)(t-Bu-terpy)]Nva}n-OMe, and C-free Ru-bound norvaline, Boc-l-[Ru(pydc)(t-Bu-terpy)]Nva-OH, was achieved by using the 2-chloro-4,6-dimethoxy-1,3,5-triazine-based method. Structural analysis by means of CD and NMR spectroscopy revealed the formation of stable helical conformations in peptides more than three residues.</description><subject>NMR spectroscopy</subject><subject>Peptides</subject><subject>Ruthenium compounds</subject><subject>Structural analysis</subject><subject>Synthesis</subject><issn>0366-7022</issn><issn>1348-0715</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><recordid>eNotkE1Lw0AYhBdRMFYP_oOAJw-p734nx1K0CkXF9r5sNruYkiZxP4T-e1PiaZjhYRgGoXsMS0yYeDLdEksATC5QhikrC5CYX6IMqBCFBEKu0U0IBwAoK0oytNmd-vhtQxty3Tf5LvpkYvK6y1e97k7nfHD5V5qYvk3Hoh7ShL0P_ld3bW_zTzvGtrHhFl053QV7968LtH953q9fi-3H5m292haGcRkLSWlJuOWcGwYMXMVKNxmLKycsq4XhlTNYEMk1gbp0FRcM16RuhGikAbpAD3Pt6IefZENUhyH5aWlQhDBMBSesnKjHmTJ-CMFbp0bfHrU_KQzqfJMynZpvon8eollj</recordid><startdate>2017</startdate><enddate>2017</enddate><creator>Takaya, Hikaru</creator><creator>Yokoi, Tomoya</creator><creator>Yoshida, Ryota</creator><creator>Isozaki, Katsuhiro</creator><creator>Kawakami, Toru</creator><creator>Takenaka, Toshio</creator><creator>Nakamura, Masaharu</creator><general>Chemical Society of Japan</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>2017</creationdate><title>Synthesis and Structural Analysis of Ruthenium-bound Norvaline Peptides</title><author>Takaya, Hikaru ; Yokoi, Tomoya ; Yoshida, Ryota ; Isozaki, Katsuhiro ; Kawakami, Toru ; Takenaka, Toshio ; Nakamura, Masaharu</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c457t-733825e555c4040f948f555e19f6e4b6c59fc16275a20b8f95641b2bd66d7c03</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><topic>NMR spectroscopy</topic><topic>Peptides</topic><topic>Ruthenium compounds</topic><topic>Structural analysis</topic><topic>Synthesis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Takaya, Hikaru</creatorcontrib><creatorcontrib>Yokoi, Tomoya</creatorcontrib><creatorcontrib>Yoshida, Ryota</creatorcontrib><creatorcontrib>Isozaki, Katsuhiro</creatorcontrib><creatorcontrib>Kawakami, Toru</creatorcontrib><creatorcontrib>Takenaka, Toshio</creatorcontrib><creatorcontrib>Nakamura, Masaharu</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>Chemistry letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Takaya, Hikaru</au><au>Yokoi, Tomoya</au><au>Yoshida, Ryota</au><au>Isozaki, Katsuhiro</au><au>Kawakami, Toru</au><au>Takenaka, Toshio</au><au>Nakamura, Masaharu</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and Structural Analysis of Ruthenium-bound Norvaline Peptides</atitle><jtitle>Chemistry letters</jtitle><date>2017</date><risdate>2017</risdate><volume>46</volume><issue>5</issue><spage>665</spage><epage>668</epage><pages>665-668</pages><issn>0366-7022</issn><eissn>1348-0715</eissn><abstract>A series of norvaline (Nva) peptides possessing ONO-pincer ruthenium complexes, Boc-{l-[Ru(pydc)(t-Bu-terpy)]Nva}n-OMe (n = 2–6), were synthesized successfully by solution-phase peptide synthesis. Efficient coupling of equimolar amounts of N-free Ru-bound norvaline peptides, H-{l-[Ru(pydc)(t-Bu-terpy)]Nva}n-OMe, and C-free Ru-bound norvaline, Boc-l-[Ru(pydc)(t-Bu-terpy)]Nva-OH, was achieved by using the 2-chloro-4,6-dimethoxy-1,3,5-triazine-based method. Structural analysis by means of CD and NMR spectroscopy revealed the formation of stable helical conformations in peptides more than three residues.</abstract><cop>Tokyo</cop><pub>Chemical Society of Japan</pub><doi>10.1246/cl.170012</doi><tpages>4</tpages><oa>free_for_read</oa></addata></record> |
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| ispartof | Chemistry letters, 2017, Vol.46 (5), p.665-668 |
| issn | 0366-7022 1348-0715 |
| language | eng |
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| source | Oxford University Press Journals All Titles (1996-Current) |
| subjects | NMR spectroscopy Peptides Ruthenium compounds Structural analysis Synthesis |
| title | Synthesis and Structural Analysis of Ruthenium-bound Norvaline Peptides |
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