𝔖 Bobbio Scriptorium
✦   LIBER   ✦

The crystal and molecular structure of cyclo-[-(D-Val-Hyi-Val-D-Hyi)3-] (meso-valinomycin, C60H102N6O18)

✍ Scribed by V. Z. Pletnev; N. M. Galitskii; V. T. Ivanov; Yu. A. Ovchinnikov

Publisher
Wiley (John Wiley & Sons)
Year
1979
Tongue
English
Weight
930 KB
Volume
18
Category
Article
ISSN
0006-3525

No coin nor oath required. For personal study only.

✦ Synopsis

Synopsis

The crystal structure of the valinomycin analog, cyclo-[(-D-Val-Hyi-Val-D-Hyi-)3-] (rneso-valinomycin, C ~~H I O ~N ~O ~S ) has been determined by direct x-ray diffraction procedures. The crystals are triclinic, space group Pi, number of molecules per unit cell 2 = 1, and cell parameters a = 11.831, b = 13.815, c = 14.889 A, a = 109.54", p = 116.10Β°, y = 98.89'.

The atomic coordinates for the C,N,O atoms were refined in the anisotropic thermal motion approximation and for the H atoms in the isotropic approximation to R = 0.07.

The structure is centrosymmetric and has a threefold axis of pseudosymmetry. The depsipeptide chain is in the form of a bracelet stabilized by six identical intramolecular 4 -1 hydrogen bonds between the amide C=O and NH groups. The ester carbonyls are oriented towards the symmetry axis, their 0 atoms forming an ellipsoidal molecular cavity. The isopropyl side chains are located on the molecular periphery. The structure found differs considerably from the conformation of the crystalline naturally occurring antibiotic, valinomycin, but completely resembles that of valinomycin and rneso-valinomycin in nonpolar solvents. In the crystal, rneso-valinomycin molecules form stacks. The molecular cavities situated in the stacks one above the other along the pseudo-C3 axis form a continuous channel, the internal surface of which is lined by 0 atoms. The possible conformations of depsipeptides of the valinomycin series and their mode of action in membranes are discussed in the light of the data obtained. CH(CHJI CH(CH,), CH(CH,), CHKH,)? Formula 1 [ I I I -(NHCHCO-OCHCO-NHCHCO-OCH~O) Designation of residues17 D-Val L-Hyi L-Val D-Hyi Residue sequence no.

πŸ“œ SIMILAR VOLUMES

Crystal and molecular structure of the c
Crystal and molecular structure of the centrosymmetric meso-valinomycin analogueβ€”cyclo (D-Val-D-Hyi-D-Val-L-Hyi-L-Val-D-Hyi-L-Val-L-Hyi-L-Val-D-Hyi-L-Val-L-Hyi) (C60H102N6O18)
✍ V. Z. Pletnev; Yu. D. Fonarev; I. N. Tsygannik; V. T. Ivanov; S. V. Pletnev; D. πŸ“‚ Article πŸ“… 1995 πŸ› Wiley (John Wiley & Sons) 🌐 English βš– 437 KB πŸ‘ 2 views

Hyi-0-Val-t-Hyi) . 2H20 has been solved by x-ray direct methods. The crystals (grown from a mixture of octane/CH2C12) are an orthorhombic, centrosymmetric space group Pbca, cell parameters a = 11.458( 2), b = 25.613(3), c = 23.691 (3) k, Z = 4; therefore the molecule lies on a center of inversion i

The crystal and molecular structure of a
The crystal and molecular structure of a valinomycin analogue cyclo[(D-Val-L-Lac-L-Ala-D-Hyi)2 (D-Val-L-Lac-L-Val-D-Hyi)] Β· H2O (C50H82N6O18 Β· H2O)
✍ V. Z. Pletnev; S. N. Ruzeinikov; I. N. Tsigannik; V. T. Ivanov; S. V. Pletnev; D πŸ“‚ Article πŸ“… 1997 πŸ› Wiley (John Wiley & Sons) 🌐 English βš– 156 KB πŸ‘ 2 views

The crystal and molecular structure of the valinomycin analogue, cyclo [(D-Val-L-Lac-L-Ala-D-Hyi) 2 (D-Val-L-Lac-L-Val-D-Hyi)] has been solved by x-ray direct methods using the ''Shake and Bake'' procedure. The crystals, grown from a mixture of octane/CH 2 Cl 2 , belong to space group P2 1 (Z Γ… 4) w

Molecular conformation of a D,L stereois
Molecular conformation of a D,L stereoisomeric analogue of valinomycin, cyclo[-(L-Val-L-Hyi-L-Val-D-Hyi)2-(D-Val-L-Hyi-L-Val-D-Hyi)-]
✍ D. A. Langs; P. Grochulski; W. L. Duax; V. Z. Pletnev; V. T. Ivanov πŸ“‚ Article πŸ“… 1991 πŸ› Wiley (John Wiley & Sons) 🌐 English βš– 536 KB

has been determined. Crystals grown from petroleum ether are orthorhombic, space group P2,2'2', with cell parameters a = 16.41 ( 1 ) , b = 18.76 ( 1 ) , c = 25.86 ( 1 ) A, and 2 = 4. The atomic coordinates for nonhydrogen atoms, except those of terminal carbons on one side chain, were refined in the

Crystal and molecular structure of isole
Crystal and molecular structure of isoleucinomycin, cyclo[-(D-Ile-Lac-Ile-D-Hyi)3-](C60H102N6O18)
✍ V. Z. Pletnev; N. M. Galitskii; G. D. Smith; C. M. Weeks; W. L. Duax πŸ“‚ Article πŸ“… 1980 πŸ› Wiley (John Wiley & Sons) 🌐 English βš– 736 KB

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 coo