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Di- and tripeptide segments of zervamicin II-2: Z-Thr(OBn)-Aib-N(Me)Ph and Z-Val-Aib-Hyp(OBn)-OMe.

Anthony A Linden, Nicolas N Pradeille, and Heinz H Heimgartner

Acta Crystallogr C 62(Pt 5):o249-52 (2006) PMID 16679594

The title compounds, O-benzyl-N-(benzyloxycarbonyl)threonyl-2,N-dimethylalaninanilide, C30H35N3O5, and methyl (4R)-4-benzyloxy-N-(benzyloxycarbonyl)valyl-2-(methylalanyl)prolinate, C30H39N3O7, were obtained from the ;azirine coupling' of the corresponding protected amino acids with 2,2,N-trimethyl-2H-azirin-3-amine and methyl (4R)-4-(benzyloxy)-N-(2,2-dimethyl-2H-azirin-2-yl)prolinate, respectively. The Aib unit in each molecule has the greatest turn- or helix-inducing effect on the molecular conformation. Intermolecular N-H...O interactions link the molecules of the tripeptide into sheets and those of the dipeptide into extended chains.

DOI: 10.1107/S0108270106007992
Version: za2963e q8zab q8zbc q8zc3 q8zd9 q8zed q8zfb q8zg2

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