Conformational flexibility of peptides containing α,β-unsaturated amino acid residues. I. Conformational analysis of N-acetyl-N′-methylamides of dehydroalanine and N-methyldehydroalanine
✍ Scribed by David Ajò; Gaetano Granozzi; Eugenio Tondello; Antonio Del Prà
- Publisher
- Wiley (John Wiley & Sons)
- Year
- 1980
- Tongue
- English
- Weight
- 329 KB
- Volume
- 19
- Category
- Article
- ISSN
- 0006-3525
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✦ Synopsis
Abstract
Conformational energy calculations on the N‐acetyl‐N′‐methylamides of dehydroalanine and N‐methyldehydroalanine indicate that their conformational behavior is very different from that of the corresponding saturated compounds. The conformational data in the literature from x‐ray and nmr investigations on peptides containing α,β‐unsaturated residues are discussed on the basis of these theoretical results.
📜 SIMILAR VOLUMES
The dehydro-residue containing peptides N-Ac-dehydro-Phe-L-Leu-OCH3 ( I ) and N-Acdehydro-Phe-NorVal-OCH, (11) were synthesized by the usual workup procedures. The peptides crystallize from their solutions in methanol in space group P6,: ( I ) a = b = 12.528(2) A, c = 21.653(5) A; (11) a = b = 12.53