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Synthesis of a Ketomethylene Isostere of the Fibrillating Peptide SNNFGAILSS.
- Source :
-
Journal of Organic Chemistry . 10/16/2009, Vol. 74 Issue 20, p7955-7957. 3p. - Publication Year :
- 2009
-
Abstract
- The direct synthesis of a ketomethylene isostere of the fibril-forming decapeptide SNNFGAILSS is presented with the goal of understanding how small structural changes alter the ability of such peptides to recognize each other for β-sheet formation. The key synthetic step relies on a SmI2-mediated coupling of a N-tetrapeptidyl oxazolidinone with a simple acrylate followed by deprotection of the carboxylic acid and a peptide coupling step with the pentapeptide H-AILSS-NH2. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 00223263
- Volume :
- 74
- Issue :
- 20
- Database :
- Academic Search Index
- Journal :
- Journal of Organic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 45520378
- Full Text :
- https://doi.org/10.1021/jo901466b