Two phosphonodehydrotripeptides: Boc0-Gly1-Δ( Z)Phe2-α-Abu3PO3Me2 and Boc0-Gly1-Δ( Z)Phe2-α-Nva3PO3Et2

The present paper reports the crystal structures of two short phosphonotripeptides (one in two crystal forms) containing one ΔPhe (dehydrophenylalanine) residue, namely dimethyl (3-{[ tert-butoxycarbonylglycyl-α,β-( Z)-dehydrophenylalanyl]amino}propyl)phosphonate, Boc0-Gly1-Δ( Z)Phe2-α-Abu3PO3Me2, C21H32N3O7P, (I), and diethyl (4-{[ tert-butoxycarbonylglycyl-α,β-( Z)-dehydrophenylalanyl]amino}butyl)phosphonate, Boc0-Gly1-Δ( Z)Phe2-α-Nva3PO3Et2, as the propan-2-ol monosolvate 0.122-hydrate, C24H38N3O7P·C3H8O·0.122H2O, (II), and the ethanol monosolvate 0.076-hydrate, C24H38N3O7P·C2H6O·0.076H2O, (III). The crystals of (II) and (III) are isomorphous but differ in the type of solvent. The phosphono group is linked directly to the last Cα atom in the main chain for all three peptides. All the amino acids are trans linked in the main chains. The crystal structures exhibit no intramolecular hydrogen bonds and are stabilized by intermolecular hydrogen bonds only. [ABSTRACT FROM AUTHOR]