Improved Synthesis of the Boc and Fmoc Derivatives of 4-(2'-Aminoethyl)-6-dibenzofuranpropionic Acid: An Unnatural Amino Acid That Nucleates β-Sheet Folding

…, NM Zacharias, P Chitnumsub, JW Kelly

Index: Bekele; Nesloney; McWilliams; Zacharias; Chitnumsub; Kelly Journal of Organic Chemistry, 1997 , vol. 62, # 7 p. 2259 - 2262

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Citation Number: 12

Abstract

Our laboratory's approach toward achieving β-sheet folding in relatively small peptides has focused on the use of conformationally restricted templates that serve to nucleate β-hairpin and β-sheet formation. 1-10 These templates are unnatural aromatic amino acids that are designed to replace the backbone of the i+ 1 and i+ 2 residues of the β-turn region required for chain reversal. The majority of our efforts have centered on the dibenzofuran-based ...