title: Glycation Reactivity of a Quorum-Sensing Signaling Molecule.
abstract: Reported herein is that (4S)-4,5-dihydroxy-2,3-pentanedione (DPD) can undergo a previously undocumented non-enzymatic glycation reaction. Incubation of DPD with viral DNA or the antibiotic gramicidin S resulted in significant biochemical alterations. A protein-labeling method was consequently developed that facilitated the identification of unrecognized glycation targets of DPD in a prokaryotic system. These results open new avenues toward tracking and understanding the fate and function of the elusive quorum-sensing signaling molecule.
authors.affiliation: The Skaggs Institute for Chemical Biology and Departments of Chemistry, Immunology and Microbial Science, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA, 92037, USA.
authors.forename: Kyoji
authors.initials: K
authors.lastname: Tsuchikama
authors.affiliation: The Skaggs Institute for Chemical Biology and Departments of Chemistry, Immunology and Microbial Science, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA, 92037, USA.
authors.forename: Major
authors.initials: M
authors.lastname: Gooyit
authors.affiliation: The Skaggs Institute for Chemical Biology and Departments of Chemistry, Immunology and Microbial Science, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA, 92037, USA.
authors.forename: Tyler L
authors.initials: TL
authors.lastname: Harris
authors.affiliation: The Skaggs Institute for Chemical Biology and Departments of Chemistry, Immunology and Microbial Science, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA, 92037, USA.
authors.forename: Jie
authors.initials: J
authors.lastname: Zhu
authors.affiliation: The Skaggs Institute for Chemical Biology and Departments of Chemistry, Immunology and Microbial Science, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA, 92037, USA.
authors.forename: Daniel
authors.initials: D
authors.lastname: Globisch
authors.affiliation: The Skaggs Institute for Chemical Biology and Departments of Chemistry, Immunology and Microbial Science, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA, 92037, USA.
authors.forename: Gunnar F
authors.initials: GF
authors.lastname: Kaufmann
authors.affiliation: The Skaggs Institute for Chemical Biology and Departments of Chemistry, Immunology and Microbial Science, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA, 92037, USA. kdjanda@scripps.edu.|Worm Institute of Research & Medicine, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA, 92037, USA. kdjanda@scripps.edu.
authors.forename: Kim D
authors.initials: KD
authors.lastname: Janda
mesh_terms: D004247:DNA / Q000737:chemistry; D005947:Glucose / Q000737:chemistry*; D010420:Pentanes / Q000737:chemistry; D053038:Quorum Sensing; D015398:Signal Transduction
chemical_list: C493138:4,5-dihydroxy-2,3-pentanedione; D010420:Pentanes; D004247:DNA; D005947:Glucose
keywords: fluorescent probes; glycation; protein modifications; proteomics; quorum sensing