1,3-
Dipolar cycloa
dditions between azi
des an
d alkynes were exploite
d to attach oligosacchari
desto a C
14 hy
drocarbon chain that noncovalently bin
ds to the microtiter well surface. Synthesis of sugar arrayswas performe
d on a micromolar scale in situ in the microtiter plate. As a mo
del stu
dy, the
ddle">-galactosyllipi
d5 was
displaye
d on a 4-
mol scale. Formation of pro
duct was confirme
d via ESI-MS, an
d the yiel
d was
determine
d via chemical an
d biological assays. Several complex carbohy
drates (
6-
16) were also
displaye
din microtiter plates an
d successfully screene
d with various lectins. Moreover, sialyl Lewis x (
17) wassynthesize
d via the enzymatic fucosylation of a precursor
displaye
d in the plate. Stu
dies on inhibition ofthis biotransformation have been carrie
d out, an
d the IC
50 value foun
d for the known inhibitor
20 wasconsistent with previous stu
dies in solution.