title: Aza-amino acid scanning of chromobox homolog 7 (CBX7) ligands.
abstract: An aza-amino acid scan of peptide inhibitors of the chromobox homolog 7 (CBX7) was performed to study the conformational requirements for affinity to the methyllysine reader protein. Twelve azapeptide analogues were prepared using three different approaches employing respectively N-(Fmoc)aza-amino acid chlorides and submonomer azapeptide synthesis to install systematically aza-residues at the first four residues of the peptide, as well as to provide aza-lysine residues possessing saturated and unsaturated side chains. The aza-peptide ligands were evaluated in a chromobox homolog 7 binding assay, providing useful insight into structural requirements for affinity. Copyright © 2017 European Peptide Society and John Wiley & Sons, Ltd.
authors.affiliation: Département de Chimie, Université de Montréal, C.P. 6128, Succursale Centre-Ville, Montréal, Québec, H3C 3J7, Canada.|NuChem Therapeutics Inc., 6100 Royalmount Ave, Montreal, H4P 2R2, Canada.
authors.forename: Mariam
authors.identifier: http://orcid.org/0000-0003-0850-752X
authors.initials: M
authors.lastname: Traoré
authors.affiliation: Department of Chemistry, University of Victoria, Victoria, British Columbia, V8W 3V6, Canada.
authors.forename: Michael
authors.initials: M
authors.lastname: Gignac
authors.affiliation: Département de Chimie, Université de Montréal, C.P. 6128, Succursale Centre-Ville, Montréal, Québec, H3C 3J7, Canada.|Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Ave, Cambridge, 02139, USA.
authors.forename: Ngoc-Duc
authors.initials: ND
authors.lastname: Doan
authors.affiliation: Department of Chemistry, University of Victoria, Victoria, British Columbia, V8W 3V6, Canada.
authors.forename: Fraser
authors.initials: F
authors.lastname: Hof
authors.affiliation: Département de Chimie, Université de Montréal, C.P. 6128, Succursale Centre-Ville, Montréal, Québec, H3C 3J7, Canada.
authors.forename: William D
authors.identifier: http://orcid.org/0000-0002-3080-2712
authors.initials: WD
authors.lastname: Lubell
mesh_terms: D000596:Amino Acids / Q000737:chemistry / Q000494:pharmacology*; D001372:Aza Compounds / Q000737:chemistry / Q000494:pharmacology*; D006801:Humans; D008024:Ligands; D008968:Molecular Conformation; D010455:Peptides / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D063150:Polycomb Repressive Complex 1 / Q000037:antagonists & inhibitors* / Q000378:metabolism
chemical_list: D000596:Amino Acids; D001372:Aza Compounds; C503627:CBX7 protein, human; D008024:Ligands; D010455:Peptides; D063150:Polycomb Repressive Complex 1
keywords: aza-peptides; chromobox homolog 7 ligands; submonomer solid-phase synthesis; trimethyllysine peptides mimics