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Conformational preferences and binding to neurophysins of oxytocin analogs with sarcosine or N-methylalanine in position 7.

International journal of peptide and protein research (1985-04-01)
Z Grzonka, P K Mishra, A A Bothner-By
RESUMEN

The 600 MHz proton n.m.r. spectra of (sarcosyl7)-oxytocin and (N-methylalanyl7) oxytocin in 2H2O solution have been recorded and completely assigned. In each case the spectrum indicates the presence of two slowly interconverting conformers, which are the cis-trans isomers about the peptide bond between residues six and seven. The trans isomer is energetically favored in both cases. When neurophysin is added to a solution of (N-methylalanyl7) oxytocin or (sacrosyl7)-oxytocin at pH 3.0, the proportion of minor conformer remains constant, indicating that the cis and trans conformers are equally tightly bound to the protein.

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N-Methyl-L-alanine, ≥98.0% (TLC)