title: 3-Methoxycarbonyl-5-nitrophenyl boronic acid: high affinity diol recognition at neutral pH.
abstract: Several boronic acids were screened for their ability to bind to diols. 3-methoxycarbonyl-5-nitrophenyl boronic acid bound to both a catechol dye as well as fructose with a comparable affinity to that of an ortho-methylamino substituted boronic acid. This work suggests a greater role for appropriately functionalized electron deficient boronic acids in diol and carbohydrate recognition.
authors.affiliation: Chemistry Department, Brown University, Box H, Providence, RI 02912, USA.
authors.forename: Hormuzd R
authors.initials: HR
authors.lastname: Mulla
authors.forename: Nicholas J
authors.initials: NJ
authors.lastname: Agard
authors.forename: Amit
authors.initials: A
authors.lastname: Basu
mesh_terms: D001665:Binding Sites; D001897:Boronic Acids / Q000737:chemistry* / Q000378:metabolism*; D005632:Fructose / Q000378:metabolism; D006863:Hydrogen-Ion Concentration
chemical_list: D001897:Boronic Acids; D005632:Fructose