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Crystal and molecular structure of isoleucinomycin, cyclo[-(D-Ile-Lac-Ile-D-Hyi)3-](C60H102N6O18)

✍ Scribed by V. Z. Pletnev; N. M. Galitskii; G. D. Smith; C. M. Weeks; W. L. Duax

Publisher
Wiley (John Wiley & Sons)
Year
1980
Tongue
English
Weight
736 KB
Volume
19
Category
Article
ISSN
0006-3525

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✦ Synopsis

The crystal structure of a synthetic analog of valinomycin, cyclo[-(n-lle-I,ac-Ile-l,-Hyi),~-] (C60Hl02N~018), has been determined by x-ray diffraction procedures. The crystals are orthorhombic, space group P212121, with cell parameters a = 11.516, b = 15.705, c = 39.310 A, and 2 = 4. The atomic coordinates for the C, N, 0 atoms were refined in the anisotropic thermal motion approximation and for the H atoms in the isotropic approximation. Values of standard ( R ) and weighted (R,) reliability factors after refinement are 0.073 and 0.056, respectively. The structure is completely asymmetric. The cyclic molecular backbone is stabilized by six intramolecular hydrogen bonds N-H--O=C, five bonds being of the 4-1 type and one being of the 5-1 type. The side chains are located on the molecular periphery. T h e conformational state of isoleucinomycin in the crystal is intermediate between the corresponding crystalline states of valinomycin and meso-valinomycin. The observed conformation suggests that complexation could proceed via entry of the ion a t the face possessing the L-Lac residues, the less crowded face.

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