The homochiral 3-amino-1-(4-methoxyphenyl)-4-phenyl-βlactam (ϵ Alm) was conjugated with Boc-Ala to give Ala-Alm (9) after Boc deprotection (Boc = tert-butoxycarbonyl, Ala = alanine). Coupling of Fc-COOH (1) and Boc-Fca (10) with "dipeptide" 9 resulted in the formation of Fc-CO-Ala-Alm ( ) and the tr
Conformational Analysis of Chiral Ferrocene–Peptides
✍ Scribed by Katja Heinze; Manuela Beckmann
- Publisher
- John Wiley and Sons
- Year
- 2005
- Tongue
- English
- Weight
- 360 KB
- Volume
- 2005
- Category
- Article
- ISSN
- 1434-1948
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✦ Synopsis
Abstract
Ferrocene‐containing dipeptides Ac‐Fca‐AA‐OMe (AA = L‐Val, L‐Ile) with the artificial amino acid 1'‐aminoferrocene‐1‐carboxylic acid (Fca) and chiral α‐amino acid building blocks display hydrogen‐bonded structures that result in organised helical ferrocene units in solution, as evidenced by spectroscopic and theoretical investigations. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)
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## Synopsis The strategy and tactics of conformational analysis of cyclic peptides in solution is demonstrated by the example of cyclo(-D-Pro-Phe-TPhe-TYp-Phe-). Spin-locked experiments like rotating frame nuclear Overhauser enhancement spectroscopy (ROESY), ROTO, and TOCSY are successfully applie
bonds have been carried out in different solvents to investigate the formation and stabilization of @-turn structures and to determine the stereochemistry of the disulfide linkage. Both peptides have three-dimensional structures with a type I1 P-turn, as derived from quantitative nuclear Overhauser