| pubmed-article:12608779 | rdf:type | pubmed:Citation | lld:pubmed |
| pubmed-article:12608779 | lifeskim:mentions | umls-concept:C0009148 | lld:lifeskim |
| pubmed-article:12608779 | lifeskim:mentions | umls-concept:C0030956 | lld:lifeskim |
| pubmed-article:12608779 | lifeskim:mentions | umls-concept:C0033382 | lld:lifeskim |
| pubmed-article:12608779 | lifeskim:mentions | umls-concept:C1555029 | lld:lifeskim |
| pubmed-article:12608779 | lifeskim:mentions | umls-concept:C1441547 | lld:lifeskim |
| pubmed-article:12608779 | lifeskim:mentions | umls-concept:C0205263 | lld:lifeskim |
| pubmed-article:12608779 | lifeskim:mentions | umls-concept:C1510824 | lld:lifeskim |
| pubmed-article:12608779 | lifeskim:mentions | umls-concept:C1709743 | lld:lifeskim |
| pubmed-article:12608779 | lifeskim:mentions | umls-concept:C0215830 | lld:lifeskim |
| pubmed-article:12608779 | pubmed:issue | 5 | lld:pubmed |
| pubmed-article:12608779 | pubmed:dateCreated | 2003-2-28 | lld:pubmed |
| pubmed-article:12608779 | pubmed:abstractText | A novel chemo- and diastereoselective aerobic epoxidation of the N-cinnamoyl peptides catalyzed by polyaniline-supported cobalt(II) salen (PASCOS) is described. The N-cinnamoyl proline derived peptides 1 show a high pi-facial selectivity during these epoxidations. The origin of this diastereoselectivity in 1 has been attributed to (i) the propensity of the N-cinnamoyl proline amide to exist predominantly as trans rotamer in CDCl3, DMSO-d6, and CH3CN medium and (ii) existence of these peptides as organized structures (gamma- and beta-turns) due to the presence of intramolecular hydrogen bonds. An extensive solution NMR and MD simulation study on 1d and 1f indicates that the origin of the high pi-facial selectivity is due to the well-defined gamma- and beta-turns which result in the hindrance of one face of the cinnamoyl double bond in the transition state of the epoxidation reaction. | lld:pubmed |
| pubmed-article:12608779 | pubmed:language | eng | lld:pubmed |
| pubmed-article:12608779 | pubmed:journal | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:12608779 | pubmed:citationSubset | IM | lld:pubmed |
| pubmed-article:12608779 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:12608779 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:12608779 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:12608779 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:12608779 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:12608779 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:12608779 | pubmed:status | MEDLINE | lld:pubmed |
| pubmed-article:12608779 | pubmed:month | Mar | lld:pubmed |
| pubmed-article:12608779 | pubmed:issn | 0022-3263 | lld:pubmed |
| pubmed-article:12608779 | pubmed:author | pubmed-author:KunwarA CAC | lld:pubmed |
| pubmed-article:12608779 | pubmed:author | pubmed-author:PrabhakaranE... | lld:pubmed |
| pubmed-article:12608779 | pubmed:author | pubmed-author:KumarS... | lld:pubmed |
| pubmed-article:12608779 | pubmed:author | pubmed-author:IqbalJavedJ | lld:pubmed |
| pubmed-article:12608779 | pubmed:author | pubmed-author:NandyJyoti... | lld:pubmed |
| pubmed-article:12608779 | pubmed:issnType | Print | lld:pubmed |
| pubmed-article:12608779 | pubmed:day | 7 | lld:pubmed |
| pubmed-article:12608779 | pubmed:volume | 68 | lld:pubmed |
| pubmed-article:12608779 | pubmed:owner | NLM | lld:pubmed |
| pubmed-article:12608779 | pubmed:authorsComplete | Y | lld:pubmed |
| pubmed-article:12608779 | pubmed:pagination | 1679-92 | lld:pubmed |
| pubmed-article:12608779 | pubmed:dateRevised | 2006-11-15 | lld:pubmed |
| pubmed-article:12608779 | pubmed:meshHeading | pubmed-meshheading:12608779... | lld:pubmed |
| pubmed-article:12608779 | pubmed:meshHeading | pubmed-meshheading:12608779... | lld:pubmed |
| pubmed-article:12608779 | pubmed:meshHeading | pubmed-meshheading:12608779... | lld:pubmed |
| pubmed-article:12608779 | pubmed:meshHeading | pubmed-meshheading:12608779... | lld:pubmed |
| pubmed-article:12608779 | pubmed:meshHeading | pubmed-meshheading:12608779... | lld:pubmed |
| pubmed-article:12608779 | pubmed:meshHeading | pubmed-meshheading:12608779... | lld:pubmed |
| pubmed-article:12608779 | pubmed:meshHeading | pubmed-meshheading:12608779... | lld:pubmed |
| pubmed-article:12608779 | pubmed:meshHeading | pubmed-meshheading:12608779... | lld:pubmed |
| pubmed-article:12608779 | pubmed:meshHeading | pubmed-meshheading:12608779... | lld:pubmed |
| pubmed-article:12608779 | pubmed:meshHeading | pubmed-meshheading:12608779... | lld:pubmed |
| pubmed-article:12608779 | pubmed:meshHeading | pubmed-meshheading:12608779... | lld:pubmed |
| pubmed-article:12608779 | pubmed:meshHeading | pubmed-meshheading:12608779... | lld:pubmed |
| pubmed-article:12608779 | pubmed:year | 2003 | lld:pubmed |
| pubmed-article:12608779 | pubmed:articleTitle | Reverse turn induced pi-facial selectivity during polyaniline-supported cobalt(II) salen catalyzed aerobic epoxidation of N-cinnamoyl L-proline derived peptides. | lld:pubmed |
| pubmed-article:12608779 | pubmed:affiliation | Department of Chemistry, Indian Institute of Technology, Kanpur 208 016, India, and Indian Institute of Chemical Technology, Hyderabad 500 007, India. | lld:pubmed |
| pubmed-article:12608779 | pubmed:publicationType | Journal Article | lld:pubmed |
| pubmed-article:12608779 | pubmed:publicationType | Research Support, Non-U.S. Gov't | lld:pubmed |
