Synthesis of 3-Aminolactams as X-Gly Constrained Pseudodipeptides and Conformational Study of a Trp-Gly Surrogate
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3-Amino-δ-valerolactams trans-11a−c were synthesized through conjugate addition and Curtius rearrangement and converted into Fmoc-{Trp-Gly}, Fmoc-{Ile-Gly}, and Fmoc-{Phe-Gly} pseudodipeptides. Conformational analyses of tripeptide analogues Ac-{Trp-Gly}-Leu-NH2 17a and 17b by NMR experiments and molecular modeling calculations showed that diastereomer 17a adopted a γ-turn/distorted type II β-turn structure, whereas diastereomer 17b adopted mainly a γ-turn structure.
创建时间:
2016-05-12



