The p-bromobenzamido chromophore as a circular dichroic probe for the assignment of the screw sense of helical peptides

The para-bromobenzoyl group linked to the N-terminus of a helical peptide chain turned out to be useful as a CD probe in the determination of the relationship between C α-configuration of coded and non-coded α-amino acids and peptide helix screw sense in solution. The results of the present conforma...

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Bibliographic Details
Published inTetrahedron: asymmetry Vol. 5; no. 4; pp. 507 - 510
Main Authors Toniolo, Claudio, Formaggio, Fernando, Crisma, Marco, Schoemaker, Hans E., Kamphuis, Johan
Format Journal Article
LanguageEnglish
Published Elsevier Ltd 01.04.1994
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Summary:The para-bromobenzoyl group linked to the N-terminus of a helical peptide chain turned out to be useful as a CD probe in the determination of the relationship between C α-configuration of coded and non-coded α-amino acids and peptide helix screw sense in solution. The results of the present conformational investigation agree well with published crystal-state structural data on the same peptides obtained using X-ray diffraction where the para-bromobenzoyl group helped us to solve the phase problem by virtue of its heavy atom (bromine). The para-bromobenzoyl group linked to the N-terminus of a helical peptide chain is a sensitive CD probe of peptide helix screw sense, irrespective of the configuration of the constituent α-amino acids.
ISSN:0957-4166
1362-511X
DOI:10.1016/0957-4166(94)80004-9