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Oxytocin and Its Analogs, Methyl-Substituted in Ortho-, Meta- or Para- Position of Aromatic Ring of Phenylalanine in Position 2: NMR Study and Biological Activities

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Abstract:

Complete analyses of NMR data of oxytocin (OT) and 4 analogues, ([o-MePhe2]OT, [mMe-Phe2]OT, [m- OMePhe2]OT and [p-MePhe2]OT), are given. The same conformational behavior in solution on one hand and large differences in biological activities on the other hand indicate that the compounds adopt a “biologically active conformation” at the stage of interaction with the receptor when the character of the substituent and its position on the aromatic ring may play a role in hindering attaining the ideal complementarity of both interacting components.

Keywords: analogues; biological activity; nmr; oxytocin

Document Type: Review Article

DOI: http://dx.doi.org/10.2174/0929866053765752

Affiliations: Dept. Peptide Biochemistry, Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Flemingovo 2 166 10 Prague 6, Czech Republic.

Publication date: May 1, 2005

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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