Pyrroloisoquinoline-based tetrapeptide analogues mimicking reverse-turn secondary structures.


New pyrroloisoquinoline-based tetrapeptides were synthesized in enantiomerically pure form, and their conformational features were studied by NMR, IR, and molecular-modeling techniques. The presence of a reverse turn was observed in both structures, with the C1 stereochemistry playing a central role in determining stable conformations. In particular, all of the analyses led to the conclusion that a type II' beta-turn is mostly stabilized in tetrapeptide mimic 3a, while a typical inverse gamma-turn geometry is revealed for the diastereoisomer 3b.

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@article{Landoni2007PyrroloisoquinolinebasedTA, title={Pyrroloisoquinoline-based tetrapeptide analogues mimicking reverse-turn secondary structures.}, author={Nicola Landoni and Giordano Lesma and Alessandro Sacchetti and Alessandra Silvani}, journal={The Journal of organic chemistry}, year={2007}, volume={72 25}, pages={9765-8} }