Crystal structure analysis of a β‐turn mimic in hydrazino peptides
- 1 March 1994
- journal article
- Published by Wiley in International Journal of Peptide and Protein Research
- Vol. 43 (3), 305-311
- https://doi.org/10.1111/j.1399-3011.1994.tb00395.x
Abstract
The crystal structures of four hydrazino peptides (Piv-Pro-h(N alpha-Bzl)Gly-NHiPr 1, Piv-Pro-hAla-NHiPr 2, Moc-hPro-NHiPr 3, and Boc-hPro-Gly-N(OH)Me 4) deriving from the hydrazino analogues of glycine (hGly), L-alanine (hAla) or L-proline (hPro) have been solved. They reveal a common folded structure of the alpha-hydrazino acid residue characterized by a bifurcated hydrogen bond closing an eight-membered cycle. This folded structure is topologically similar to the beta II'-turn in peptides, and the CO-NH-N hydrazide link can be considered as a good turn-inducer in peptide analogues.Keywords
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