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. 2006 Jul;50(7):2439–2447. doi: 10.1128/AAC.01430-05

FIG. 1.

FIG. 1.

(A) Schematic representation of the structures of the investigated aziridine-2,3-dicarboxylates: compounds 1 to 6 are aziridinyl dipeptides of the general structure X-Caa-Azi(OEt)2 with Caa as cyclic amino acid, compound 7c is the aziridinyl dipeptide Cbz-Leu-Azi(OEt)2, compounds 8 to 18 are aziridinyl tripeptides of the general structure Boc-Leu(or Gly)-Caa-Azi(OR)2, and compound 19 is the aziridinyl tripeptide of the general structure Boc-Phe-Ala-Azi(OBn)2. For detailed structures and absolute stereoconfiguration of the compounds see Table 1. Abbreviations used: Azet, azetidine-2-carboxylic acid; Azy, aziridine-2-carboxylic acid; Bn, benzyl; Boc, tert-butoxycarbonyl; Cbz, benzyloxy carbonyl; Et, ethyl; Gly, glycine; Ini, isonipecotic acid; Leu, leucine; Nip, nipecotic acid; Pip, pipecolic acid; Pro, proline; R, any residue. (B) Structures of compounds 13b [Boc-(S)-Leu-(R)-Pro-(S,S)-Azi(OBn)2] and 13e [Boc-(R)-Leu-(S)-Pro-(S,S)-Azi(OBn)2].