En route to deoxygenated N-acetyllactosamine analogues employing uridyl and galactosyl transferases.
All monodeoxygenated galactoses were treated with galactokinase, and for the 2-, 3-, and 4-deoxy compounds, transformation into the corresponding galactopyranosyl phosphates could be observed. In case of the 2-deoxy derivative, further reaction via UDP-2-deoxy-D-lyxo-hexose (UDP-2-deoxygalactose), which was also obtained chemically, the multiple enzymatic system could be employed to prepare 2'-deoxy-N-acetyllactosamine.
Lazarevic
Daniel
D
University of Hamburg, Faculty of Science, Department of Chemistry, Martin-Luther-King-Platz 6, D-20146 Hamburg, Germany.
Streicher
Harald
H
Thiem
Joachim
J
D000606:Amino Sugars / Q000737:chemistry / Q000378:metabolism; D005686:Galactokinase / Q000378:metabolism; D005700:Galactosyltransferases / Q000378:metabolism*; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D015394:Molecular Structure; D013379:Substrate Specificity; D006599:UDPglucose-Hexose-1-Phosphate Uridylyltransferase / Q000378:metabolism*; D014531:Uridine Diphosphate Galactose / Q000031:analogs & derivatives* / Q000737:chemistry / Q000378:metabolism
D000606:Amino Sugars; C082837:UDP-2-deoxygalactose; D014531:Uridine Diphosphate Galactose; C000458:N-acetyllactosamine; D005700:Galactosyltransferases; D005686:Galactokinase; D006599:UDPglucose-Hexose-1-Phosphate Uridylyltransferase