Human mucin58 and milk59 contain complex oligosaccharides
that are degraded by intestinal bacteria, such as Bifidobacterium
bifidum, in part by hydrolysis, but also by phosphorolysis.60 These
enzymes, which belong to the GH112 family,61 release D-Gal-1-P
from Gal-b-1,3-GlcNAc or Gal-b-1,3-GalNAc (56).62 Using the
B. infantis enzyme, a range of substituted and unsubstituted
disaccharides was prepared by transferring D-galactose onto the
3-OH of various monosaccharide acceptors (Fig. 10).63 This
approach enabled the synthesis of fluorinated T antigen derivatives
(68–71).64
Human mucin58 and milk59 contain complex oligosaccharidesthat are degraded by intestinal bacteria, such as Bifidobacteriumbifidum, in part by hydrolysis, but also by phosphorolysis.60 Theseenzymes, which belong to the GH112 family,61 release D-Gal-1-Pfrom Gal-b-1,3-GlcNAc or Gal-b-1,3-GalNAc (56).62 Using theB. infantis enzyme, a range of substituted and unsubstituteddisaccharides was prepared by transferring D-galactose onto the3-OH of various monosaccharide acceptors (Fig. 10).63 Thisapproach enabled the synthesis of fluorinated T antigen derivatives(68–71).64
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