Thonellapeptolide Id
Thonellapeptolide Id
12-waters hydrates

Vol.C55 Part 5, 15 May 1999

This structer was produced by RasMol,
and stucked by GifBuilder 0.5 (Yves Piguet, 1997)

Theonellapeptolide is the tridecapeptide lactone isolated from Okinawa Marine Sponge Theonella swinhoei, and shows the potent cytotoxicity (Kobayashi, Lee, Shibuya, Momose & Kitagawa,1991). The theonellapeptolide family has the high hydrophobicity, and is extracted by ethyl acetate with the related peptides and macrolides (Kobayashi, Kanzaki, Katayama, Ohashi, Okada, Ikegami & Kitagawa, 1994; Kobayashi, Kawazoe, Okamoto, Sasaki, & Kitagawa, 1994). Their chemical structures are unique and most of amide bonds are methylated, and unusual amino acids are contained. The N-terminal is capped by the methoxyacetate, and the C-terminal binds through the ester linkage with the hydroxy group of threonine-13 residue.

Title compound was crystallized from aqueous methanol solution, and solvated with 12 waters interacted with the backbone. All solvent molecules were located on one side of the hydrophobic peptide, and the amphipathic property was revealed. The uniquely folded cyclic bacbone was composed of short and long turn units including beta-alanin, and the entire structure showed a left-handed helical shape.

Paper: Acta Crystallogr. Sect.C, 55, 796-798 (1999).

X-Ray Data Summary
formula C70 H121 N13 O16,12(H2O)
weight 1617.0
symmetry orthorhombic
space group P212121
Cell Crystal
a 21.205(4) Ang. description Block
b 37.941(8) Ang. colour Colorless
c 12.227(2) Ang. size (mm) 0.8x0.3x0.2
alpha 90.00 deg. Dx (g/ml) 1.095
beta 90.00 deg. F(000) 3536
gamma 90.00 deg. mu(CuKa) 0.697
volume 9837(3) Ang^3
Z 4
Diffrn measurement Refinement
device type Rigaku AFC5R/RU-200 Flack 0.0(5)
decay -3.64 % parameters 1001
index limit 0-h-24, 0-k-43, 0-L-13 restraints 0
theta (deg.) 2.33-62.89 R_factor_all 0.1363
total reflections8571 R_factor_gt 0.1134
reflections(obs) 7490 .gt. 2sigma(I) wR_factor_ref 0.2871
Structure wR_factor_gt 0.2680
solution SnB shift/su_max0.074
refinementSHELXL-97 shift/su_mean 0.015

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Date: Jan.1998

Date: Jan.1998