Biomedical Engineering Reference
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OH
O
[inorganic phospha t e]
HO
HO
+
Glc n
dGlc-Glc n
glucal
- inorganic phosphate
+ inorganic phosphate
phosphorylase
OH
O
HO
HO
+
Glc n
O
O
P
O
O
dGlc-1-P
Figure 3.12
Two-step synthesis of dGlc-1-P in the presence of inorganic
phosphate and phosphorylase.
OH
O
O
O
HO
HO
HO
OH
O
+
HO
HO
OH
OH
OH
HO HO
O HO
O HO
2
glucal
Glc 4
phosphorylase
[inorganic phosphate]
HO
HO
O
O
HO
O
O
HO
+
Glc 4
Glc 4
HO HO
O HO
O
HO HO
O HO
O
n
n
n = 0, 1, 2
average n = 7, average DP = 12
Figure 3.13
Phosphorylase-catalyzed synthesis of 2-deoxy-
α
-glucosylated
oligosaccharides.
been focused on glycosylation using glycosyl donors derived from
GlcNAc and other
-substituted GlcN residues, such as oxazoline
glycosylation [38,39]. However, the glycosylation of a GlcN donor
with a free amino group had hardly been achieved. On the basis of
these viewpoints, it was reported that GlcN-1-P was recognized as
the glycosyl donor in the phosphorylase-catalyzed glycosylation to
form
N
4)-glucosaminyl linkage [40]. This was the first example
of the enzymatic
α
-(1
α
-glucosaminylation using the GlcN donor with a
free amino group.
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