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• W2004206671 abstract "The dehydro-peptide Boc-L-Val-δPhe-L-Ile-OCH3 was synthesized by the azlactone method in the solution phase. The peptide crystallized from a methanol/dimethyl sulfoxide (95:5) mixture in space group P61, with a=b= 15.312(1), c= 22.164(5) Å. The structure was determined by direct methods and refined to an R value of 0.098 for 1589 observed reflections [I≥ 1.5 σ(I)]. The peptide adopts an S-shaped conformation with torsion angles: ø1=-127(1), ψ1= -44(1), ø2, = 67(1), ψ2, = 37(1), ø3,=-82(1)°. The side-chain torsion angles in δPhe of X12= 1(2), X2.12= 7(2) and X2.22 = 177(1)° indicate that the δPhe residue is essentially planar. In valyl residue the two side-chain torsion angles are X11= -65(1) and X21= 177(1), whereas the torsion angles in Ile are X1,13= 72(2), X1,23= -159(2), X23= 150(2)°. This is the first peptide which does not adopt a folded conformation for a sequence with a δPhe at the (i+ 2) position. The molecular packing in the crystals is stabilized by several hydrogen bonds: N1-H1⋯O1’= 2.77(1) Å, N2-H2⋯O1’= 2.95(1) Å, N3-H3⋯O2=2.85(1) Å and a possible weak interaction N2-H2⋯O1’3.29(1) Å- within the columns of molecules along the c-axis and van der Waals forces between the columns. © Munksgaard 1996." @default.
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• W2004206671 date "2009-01-12" @default.
• W2004206671 modified "2023-09-23" @default.
• W2004206671 title "Design of peptides: synthesis, crystal structure and molecular conformation of N-Boc-L-Val-δPhe-L-Ile-OCH3" @default.
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• W2004206671 doi "https://doi.org/10.1111/j.1399-3011.1996.tb00822.x" @default.
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