γ??Peptides Forming More Stable Secondary Structures than α??Peptides: Synthesis and helical NMR??solution structure of the γ??hexapeptide analog of H??(Val??Ala?? …

T Hintermann, K Gademann, B Jaun…

Index: Hintermann, Tobias; Gademann, Karl; Jaun, Bernhard; Seebach, Dieter Helvetica Chimica Acta, 1998 , vol. 81, # 5 p. 983 - 1002

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Citation Number: 233

Abstract

Abstract For a comparison with the corresponding α-and β-hexapeptides H-(Val-Ala-Leu) 2- OH (A) and H-(β-HVal-β-HAla-β-HLeu) 2-OH (B), we have now prepared the corresponding γ-hexapeptide 1 built from the homochirally similar (S)-4-aminobutanoic acid,(R)-4-amino-5- methylhexanoic acid, and (R)-4-amino-6-methylheptanoic acid. The precursors were prepared either by double Arndt-Eistert homologation of the protected amino acids Boc- ...