Crystal structure of Boc-(S)-ABOC-(S)-Ala-(S)ABOC-(S)-Phe-OBn chloroform monosolvate

Abstract : In the title compound, phenyl (S)-2-[(S)-(1-\2-[(S)-(1-\[(tert-butoxy)carbonyl]amino\bicycloĂ [2.2.2]octan-2-yl)formamido]propanamido\bicyclo[2.2.2]octan-2-yl)for mamido]-3-phenylpropanoate chloroform monosolvate, C42H56N4O7-CHCl3, the alpha,beta-hybrid peptide contains two non-proteinogenic amino acid residues of (S)-1-aminobicyclo[2.2.2]octane-2-carboxylic acid [(S)-ABOC], two amino acid residues of (S)-2-aminopropanoic acid [(S)-Ala] and (S)-2-amino-3-phenylpropanoic acid [(S)-Phe], and protecting groups of tert-butoxycarbonyl (Boc) and benzyl ester (OBn). The tetramer folds into a right-handed mixed 11/9 helix stabilized by intramolecular i, i +3 and i, i-1 C=O center dot center dot center dot H-N hydrogen bonds. In the crystal, the oligomers are linked by N-H center dot center dot center dot O=C hydrogen bonds into chains along the a-axis direction. The chloroform solvent molecules are intercalated between the folded chains via C-H center dot center dot center dot O=C interactions.
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Acta crystallographica. Section E, Crystallographic communications, International Union of Crystallography, 2015, 71 (10), pp.1193+. 〈10.1107/S2056989015016941〉
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Dernière modification le : jeudi 11 janvier 2018 - 06:23:18

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Emmanuel Wenger, Laure Moulat, Baptiste Legrand, Muriel Amblard, Monique Calmes, et al.. Crystal structure of Boc-(S)-ABOC-(S)-Ala-(S)ABOC-(S)-Phe-OBn chloroform monosolvate. Acta crystallographica. Section E, Crystallographic communications, International Union of Crystallography, 2015, 71 (10), pp.1193+. 〈10.1107/S2056989015016941〉. 〈hal-01521800〉

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