6533b823fe1ef96bd127f6f2

RESEARCH PRODUCT

N-[tert-Butoxycarbonylglycyl-(Z)-α,β-dehydrophenylalanylglycyl-(E)-α,β-dehydrophenylalanylphenylalanyl]-4-nitroaniline ethanol solvate

Marek LisowskiAnna BrzuszkiewiczTadeusz LisMaciej Makowski

subject

Models Molecularchemistry.chemical_classificationOligopeptideAniline CompoundsEthanolMolecular StructureHydrogen bondStereochemistryPeptideGeneral MedicineCrystal structureCrystallography X-RayPentapeptide repeatGeneral Biochemistry Genetics and Molecular BiologyAmino acidchemistry.chemical_compoundchemistryMoleculeOligopeptides

description

The alpha,beta-dehydrophenylalanine residues influence the conformation of the title pentapeptide Boc0-Gly1-Delta(Z)Phe2-Gly3-Delta(E)Phe4-L-Phe5-p-NA ethanol solvate, C42H43N7O9.C2H5OH. The first unsaturated phenylalanyl (Delta(Z)Phe2) and the third glycyl (Gly3) residues form a type I beta turn, while the second unsaturated phenylalanyl (Delta(E)Phe4) and the last phenylalanyl (L-Phe5) residues are part of a type II beta turn. All the amino acids in the peptide are linked trans to one another. The crystal structure is stabilized by intra- and intermolecular hydrogen bonds.

https://doi.org/10.1107/s0108270105015258