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Structure and conformation on linear peptides. VI. Structure of D,L-alanyl-L,D-norvaline.

The dipeptide, (DL)-alanyl-(DL)-norvaline, crystallizes in the monoclinic space group P2(1)/c, with a = 12.559(2)A, b = 5.265(1), c = 16.003(3), beta = 103.53(2) degrees, Z = 4. The structure was solved by direct methods and refined to an R-value of 0.054 for 871 reflections with I greater than 2 sigma. The molecule exists as a zwitterion in the crystal. The peptide unit is trans and shows significant deviations from planarity (delta omega = 12.4 degrees). The peptide backbone adopts an extended conformation. The unit cell contains D-Ala-L-norval and its enantiomer. The molecular conformation and packing features show a striking resemblance to those for D-Ala-L-Met (1), and leads to the speculation that norvaline might act as an analog of methionine.[1]

References

  1. Structure and conformation on linear peptides. VI. Structure of D,L-alanyl-L,D-norvaline. Murali, R., Lalitha, V., Subramanian, E., Parthasarathy, R. Int. J. Pept. Protein Res. (1986) [Pubmed]
 
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