6533b829fe1ef96bd1289803

RESEARCH PRODUCT

An efficient β-turn directed cyclization of simple peptidomimetics

Francisco AdriánJuan F. MiravetEnrique García-españaSantiago V. LuisM. I. BurgueteManel Querol

subject

Molecular dynamicsChain (algebraic topology)PeptidomimeticChemistryStereochemistrySimple (abstract algebra)Organic ChemistryDrug DiscoveryBiochemistryCombinatorial chemistry

description

Abstract Chiral polyaza[n]para- and metacyclophanes are easily assembled starting from the appropriate bis(bromomethyl)arene and diamides obtained from aminoacids and alkylidenediamines. The corresponding ortho-derivatives could not be obtained. Molecular dynamics calculations suggest that those results can be explained through the participation of a β-turn like structure in the open chain intermediate, which is only important for para- and meta-derivatives.

https://doi.org/10.1016/s0040-4039(98)02519-2