Cyclolinopeptide B methanol trisolvate

Cyclolinopeptide B methanol trisolvate

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The title compound, C56H83N9O9S·3CH3OH, is a methanol trisolvate of the cyclolinopeptide cyclo(Met1—Leu2—Ile3—Pro4—Pro5—Phe6—Phe7—Val8—Ile9) (henceforth referred to as CLP-B), which here was isolated from flaxseed oil.All the amino acid residues are in an l-configuration based on the CORN rule.The cyclic nonapeptide exhibits eight trans peptide bonds and one cis peptide bond observed between the two proline residues.The conformation is stabilized by an α-turn and two consecutive β-turns each containing a N—H.

O hydrogen bond between the carbonyl group O atom of the first residue and the amide group H atom of the fourth (α-turn) or the third residue (β-turns), repectively.In the crystal, the components of the structure are linked by N—H.O and O—H.O hydrogen bonds into chains parallel to korpskaft the a axis.