title: Structure-activity relationship study on artificial CXCR4 ligands possessing the cyclic pentapeptide scaffold: the exploration of amino acid residues of pentapeptides by substitutions of several aromatic amino acids.
abstract: Previously, downsizing of a 14-residue peptidic CXCR4 antagonist has led to the development of a highly potent CXCR4 antagonist [cyclo(-d-Tyr(1)-Arg(2)-Arg(3)-Nal(4)-Gly(5)-)]. In the present study, cyclic pentapeptide libraries that were designed by substitutions of several amino acids for d-Tyr(1) and Arg(2) in peptide were prepared and screened to evaluate binding activity for CXCR4. The above structure-activity relationship study led to the finding of several potent CXCR4 ligands.
authors.affiliation: Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University, Chiyoda-ku, Tokyo, 101-0062, Japan.
authors.forename: Tomohiro
authors.initials: T
authors.lastname: Tanaka
authors.forename: Wataru
authors.initials: W
authors.lastname: Nomura
authors.forename: Tetsuo
authors.initials: T
authors.lastname: Narumi
authors.forename: Ai
authors.initials: A
authors.lastname: Esaka
authors.forename: Shinya
authors.initials: S
authors.lastname: Oishi
authors.forename: Nami
authors.initials: N
authors.lastname: Ohashi
authors.forename: Kyoko
authors.initials: K
authors.lastname: Itotani
authors.forename: Barry J
authors.initials: BJ
authors.lastname: Evans
authors.forename: Zi-xuan
authors.initials: ZX
authors.lastname: Wang
authors.forename: Stephen C
authors.initials: SC
authors.lastname: Peiper
authors.forename: Nobutaka
authors.initials: N
authors.lastname: Fujii
authors.forename: Hirokazu
authors.initials: H
authors.lastname: Tamamura
mesh_terms: D000595:Amino Acid Sequence; D024322:Amino Acids, Aromatic / Q000737:chemistry / Q000378:metabolism*; D000818:Animals; D016466:CHO Cells; D006224:Cricetinae; D003412:Cricetulus; D055808:Drug Discovery; D008024:Ligands; D009842:Oligopeptides / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism*; D010456:Peptides, Cyclic / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism*; D019718:Receptors, CXCR4 / Q000378:metabolism*; D013329:Structure-Activity Relationship
chemical_list: D024322:Amino Acids, Aromatic; D008024:Ligands; D009842:Oligopeptides; D010456:Peptides, Cyclic; D019718:Receptors, CXCR4