Synthesis of a Novel cis-Proline-Derived Cyclic Type VI β-Turn Mimic via Ring-Closing Metathesis
A cis-proline derived cyclic mimic of a type VI β-turn is synthesized via a ring-closing metathesis reaction. The solution NMR conformational study indicates that the major conformer of the cyclic peptide adopts a type VIa β-turn in CDCl3 and a type VIb β-turn in DMSO-d 6.
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| Veröffentlicht in: | Journal of organic chemistry 2003-06, Vol.68 (12), p.5006-5008 |
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| container_end_page | 5008 |
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| container_issue | 12 |
| container_start_page | 5006 |
| container_title | Journal of organic chemistry |
| container_volume | 68 |
| creator | Boruah, Anima Rao, I. Nageshwar Nandy, Jyoti Prokash Kumar, S. Kiran Kunwar, A. C Iqbal, Javed |
| description | A cis-proline derived cyclic mimic of a type VI β-turn is synthesized via a ring-closing metathesis reaction. The solution NMR conformational study indicates that the major conformer of the cyclic peptide adopts a type VIa β-turn in CDCl3 and a type VIb β-turn in DMSO-d 6. |
| doi_str_mv | 10.1021/jo020618m |
| format | Article |
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The solution NMR conformational study indicates that the major conformer of the cyclic peptide adopts a type VIa β-turn in CDCl3 and a type VIb β-turn in DMSO-d 6.</description><subject>Chemistry</subject><subject>Cyclization</subject><subject>Exact sciences and technology</subject><subject>Lipids</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Models, Molecular</subject><subject>Molecular Conformation</subject><subject>Molecular Mimicry</subject><subject>Molecular Structure</subject><subject>Organic chemistry</subject><subject>Peptides, Cyclic - chemical synthesis</subject><subject>Preparations and properties</subject><subject>Proline - chemistry</subject><subject>Protein Structure, Secondary</subject><subject>Stereoisomerism</subject><issn>0022-3263</issn><issn>1520-6904</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2003</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNptkEtu2zAQhomiQe0kXfQCBTcJkAUbPkRRWiZ2Hgbs1ohVd0lQFNkw0cMhZSO-Vg_SM5WBjXjT2Qww8-HHzAfAF4K_EUzJ5VOHKU5J1nwAQ8IpRmmOk49giDGliNGUDcBxCE84Fuf8ExgQKnKc0mQI1GLb9o8muAA7CxX83m1MDbULaO672rUGjY13G1PB0VbXTsNiuzJwOYF__6Bi7Vs4c02cbpyCD679jUZ1F2KHM9OrXe4pOLKqDubzvp-An7c3xegeTX_cTUZXU6SYyHukbSY0L62ujBValUInmmBRphUTFJc6U5wKlpSWmaSiaYmtzcuMa1uR-EtO2Qk43-WufPeyNqGXjQva1LVqTbcOUjCW0IyICF7sQO27ELyxcuVdo_xWEizffMp3n5H9ug9dl42pDuReYATO9oAKWtXWqzbKO3BJJnJO3ji041zozev7XvlnmQomuCzmC5nSX9PxNVnK4pCrdIj3RNPR3X8O_AeOOpkJ</recordid><startdate>20030613</startdate><enddate>20030613</enddate><creator>Boruah, Anima</creator><creator>Rao, I. 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Nageshwar</creatorcontrib><creatorcontrib>Nandy, Jyoti Prokash</creatorcontrib><creatorcontrib>Kumar, S. Kiran</creatorcontrib><creatorcontrib>Kunwar, A. C</creatorcontrib><creatorcontrib>Iqbal, Javed</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 organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Boruah, Anima</au><au>Rao, I. Nageshwar</au><au>Nandy, Jyoti Prokash</au><au>Kumar, S. Kiran</au><au>Kunwar, A. C</au><au>Iqbal, Javed</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of a Novel cis-Proline-Derived Cyclic Type VI β-Turn Mimic via Ring-Closing Metathesis</atitle><jtitle>Journal of organic chemistry</jtitle><addtitle>J. Org. Chem</addtitle><date>2003-06-13</date><risdate>2003</risdate><volume>68</volume><issue>12</issue><spage>5006</spage><epage>5008</epage><pages>5006-5008</pages><issn>0022-3263</issn><eissn>1520-6904</eissn><coden>JOCEAH</coden><abstract>A cis-proline derived cyclic mimic of a type VI β-turn is synthesized via a ring-closing metathesis reaction. The solution NMR conformational study indicates that the major conformer of the cyclic peptide adopts a type VIa β-turn in CDCl3 and a type VIb β-turn in DMSO-d 6.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><pmid>12790624</pmid><doi>10.1021/jo020618m</doi><tpages>3</tpages></addata></record> |
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| ispartof | Journal of organic chemistry, 2003-06, Vol.68 (12), p.5006-5008 |
| issn | 0022-3263 1520-6904 |
| language | eng |
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| source | MEDLINE; ACS Publications |
| subjects | Chemistry Cyclization Exact sciences and technology Lipids Magnetic Resonance Spectroscopy Models, Molecular Molecular Conformation Molecular Mimicry Molecular Structure Organic chemistry Peptides, Cyclic - chemical synthesis Preparations and properties Proline - chemistry Protein Structure, Secondary Stereoisomerism |
| title | Synthesis of a Novel cis-Proline-Derived Cyclic Type VI β-Turn Mimic via Ring-Closing Metathesis |
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