An enzymatic glycosylation of nucleoside analogues using beta-galactosidase from Escherichia coli

作者：Blazek Jiri^*; Jansa Petr; Baszczynski Ondrej; Kaiser Martin Maxmilian; Otmar Miroslav; Krecmerova Marcela; Drancinsky Martin; Holy Antonin; Kralova Blanka

来源：Bioorganic & Medicinal Chemistry, 2012, 20(9): 3111-3118.

DOI：10.1016/j.bmc.2012.02.062

• Glycosylation
• Galactosylation
• beta-Galactosidase
• Prodrug

A new enzymatic method for the synthesis of beta-galactosides of nucleosides and acyclic nucleoside analogues has been developed, using beta-galactosidase from Escherichia coli as a catalyst and lactose as a sugar donor. The method is very rapid, feasible and last but not least inexpensive. Its applicability has been proven for a broad variety of possible substrates with respect to its scaling up for preparative use. Five new compounds from a series of nucleoside and acyclic nucleoside analogues have been prepared on a scale of several hundred milligrams, in all cases revealing very good results of the method concerning the reproducibility of the reaction yields and simplicity of the purification process.

• 出版日期2012-5-1