Novel derivatives of UDP-glucose: concise synthesis and fluorescent properties.
A series of novel 5-substituted UDP-glucose derivatives with interesting fluorescent properties and potential applications as sensors for carbohydrate-active enzymes is reported. An efficient synthesis of the target molecules was developed, centred around the Suzuki-Miyaura reaction of (hetero)arylboronic acids with 5-iodo UDP-glucose. Interestingly, the optimised cross-coupling conditions could also be applied successfully to 5-bromo UMP, but not to 5-bromo UDP-glucose.
Pesnot
Thomas
T
Centre for Carbohydrate Chemistry, School of Chemical Sciences & Pharmacy, University of East Anglia, Norwich, NR4 7TJ, England.
Wagner
Gerd K
GK
D001976:Bromouracil / Q000031:analogs & derivatives; D005456:Fluorescent Dyes / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D013057:Spectrum Analysis; D014529:Uridine / Q000031:analogs & derivatives / Q000737:chemistry; D014532:Uridine Diphosphate Glucose / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry*
D005456:Fluorescent Dyes; D001976:Bromouracil; C006824:5-bromouridine; D014532:Uridine Diphosphate Glucose; D014529:Uridine