Abstract:
:The ability of (S)-alpha-methylproline (alpha-MePro) to stabilise reverse-turn conformations in the peptide hormone bradykinin (BK = Arg1-Pro2-Pro3-Gly4-Phe5-Ser6-Pro7-Phe8-Arg9) has been investigated. Two BK analogues containing alpha-MePro at position 3 or position 7 were synthesised and their conformations in aqueous solution investigated by NMR spectroscopy. Whereas BK is largely disordered on the NMR time scale both analogues showed ROE connectivities in 2D-ROESY spectra indicative of reverse-turn conformations at both Pro2-Phe5 and Ser6-Arg9, whose formation appears to be cooperative. Some potential applications of alpha-MePro as a reverse-turn mimetic in the construction of synthetic peptide libraries is discussed.
journal_name
FEBS Lettjournal_title
FEBS lettersauthors
Welsh JH,Zerbe O,von Philipsborn W,Robinson JAdoi
10.1016/0014-5793(92)80541-nkeywords:
subject
Has Abstractpub_date
1992-02-10 00:00:00pages
216-20issue
3eissn
0014-5793issn
1873-3468pii
0014-5793(92)80541-Njournal_volume
297pub_type
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