title: Differential binding of 2'-biotinylated analogs of c-di-GMP with c-di-GMP riboswitches and binding proteins.
abstract: C-di-GMP has emerged as a signalling molecule that regulates a variety of processes in several bacteria; therefore there is interest in the development of biotinylated analogs for the identification of binding partners. No detailed study has been done to evaluate if biotinylated analogs of c-di-GMP are capable of binding to c-di-GMP receptors. Herein, we evaluate the binding of commercially available 2'-biotinylated c-di-GMP and phosphorothioate 2'-biotinylated c-di-GMP, prepared via a facile solid-phase synthesis, to several c-di-GMP receptors. Docking, using Autodock vina software, as well as experimental studies of these analogs, with c-di-GMP class I and II riboswitches and binding proteins, reveal that some, but not all, c-di-GMP receptors can tolerate the 2'-modification of c-di-GMP with biotin.
authors.affiliation: Department of Chemistry and Biochemistry, University of Maryland, College Park, MD 20742, USA.
authors.forename: Yiling
authors.initials: Y
authors.lastname: Luo
authors.forename: Jie
authors.initials: J
authors.lastname: Zhou
authors.forename: Sarah K
authors.initials: SK
authors.lastname: Watt
authors.forename: Vincent T
authors.initials: VT
authors.lastname: Lee
authors.forename: T Kwaku
authors.initials: TK
authors.lastname: Dayie
authors.forename: Herman O
authors.initials: HO
authors.lastname: Sintim
mesh_terms: D001426:Bacterial Proteins / Q000737:chemistry / Q000378:metabolism; D001710:Biotin / Q000737:chemistry / Q000378:metabolism; D019921:Biotinylation; D002352:Carrier Proteins / Q000737:chemistry* / Q000378:metabolism; D006152:Cyclic GMP / Q000031:analogs & derivatives* / Q000737:chemistry / Q000378:metabolism; D008024:Ligands; D008958:Models, Molecular; D009690:Nucleic Acid Conformation; D012329:RNA, Bacterial / Q000737:chemistry / Q000378:metabolism; D058928:Riboswitch; D060327:Solid-Phase Synthesis Techniques; D014734:Vibrio cholerae
chemical_list: D001426:Bacterial Proteins; D002352:Carrier Proteins; D008024:Ligands; D012329:RNA, Bacterial; D058928:Riboswitch; C062025:bis(3',5')-cyclic diguanylic acid; D001710:Biotin; D006152:Cyclic GMP