3-Methoxycarbonyl-5-nitrophenyl boronic acid: high affinity diol recognition at neutral pH.
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.
Mulla
Hormuzd R
HR
Chemistry Department, Brown University, Box H, Providence, RI 02912, USA.
Agard
Nicholas J
NJ
Basu
Amit
A
D001665:Binding Sites; D001897:Boronic Acids / Q000737:chemistry* / Q000378:metabolism*; D005632:Fructose / Q000378:metabolism; D006863:Hydrogen-Ion Concentration
D001897:Boronic Acids; D005632:Fructose