Solution Structure of a Photo-Switchable Insect Kinin Thioxo-Analog

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Abstract:

The photo-switchable insect kinin thioxo-analog Phe1-Tyr2-[CS-N]-Pro3-Trp4-Gly5-NH2 ([CS-N]2-Kinin) can change from ground state to photo-stationary state by following a pulse of UV irradiation and its bioactivity increases simultaneously. To investigate the conformation-activity relationship, the solution structure of its ground state was determined by two-dimensional NMR spectroscopy. In contrast, the photo-stationary state could not be determined because of its relatively fast thermal reisomerization. The molecular dynamics-calculated structures based on NMR constraints demonstrate that the trans Pro conformer is the predominant conformation for the ground state in aqueous solution, which was also confirmed by the very weak signal of the cis Pro conformer in the spectroscopy. The aromatic side chains of residues 2 and 4 form an electrostatic interaction rather than 1 and 4. The results explain the low bioactivity before UV irradiation, and indicate the importance of the 1-4 electrostatic interaction for the activity of insect kinins.





Keywords: NMR spectroscopy; insect kinin; peptide structure; thioxo-peptide bond

Document Type: Research Article

DOI: http://dx.doi.org/10.2174/092986610790780251

Publication date: March 1, 2010

More about this publication?
  • Protein & Peptide Letters publishes short papers in all important aspects of protein and peptide research, including structural studies, recombinant expression, function, synthesis, enzymology, immunology, molecular modeling, drug design etc. Manuscripts must have a significant element of novelty, timeliness and urgency that merit rapid publication. Reports of crystallisation, and preliminary structure determinations of biologically important proteins are acceptable. Purely theoretical papers are also acceptable provided they provide new insight into the principles of protein/peptide structure and function.
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