BioChem - DOS

One-pot enzymatic production of 2-acetamido-2-deoxy-D-galactose (GalNAc) from 2-acetamido-2-deoxy-D-glucose (GlcNAc)

Carbohydrate research

Inoue, K.; Nishimoto, M.; Kitaoka, M.

2-Acetamido-2-deoxy-d-galactose (GalNAc) is a common monosaccharide found in biologically functional sugar chains, but its availability is often limited due to the lack of abundant natural sources. In order to produce GalNAc from abundantly available sugars, 2-acetamido-2-deoxy-d-glucose (GlcNAc) was converted to GalNAc by a one-pot reaction using three enzymes involved in the galacto-N-biose/lacto-N-biose I pathway of bifidobacteria. Starting the reaction with 600mM GlcNAc, 170mM GalNAc was produced at equilibrium in the presence of catalytic amounts of ATP and UDP-Glc under optimized conditions. GalNAc was separated from GlcNAc using water-eluting cation-exchange chromatography with a commonly available cation-exchange resin.

2011

Elsevier Scientific Pub

0008-6215

1873-426x

346

15

pp.2432-2436

10.1016/j.carres.2011.08.032

http://click.ndsl.kr/servlet/OpenAPIDetailView?keyValue=05787966&target=NART&cn=NART57557912

[abr] GalNAc; 2-acetamido-2-deoxy-d-galactose; [abr] GlcNAc; 2-acetamido-2-deoxy-d-glucose; [abr] GalNAc1P; 2-acetamido-2-deoxy-α-d-galactose 1-phosphate; [abr] GlcNAc1P; 2-acetamido-2-deoxy-α-d-glucose 1-phosphate; [abr] GNB; galacto-N-biose (Galβ1-> 3GalNAc); [abr] LNB; lacto-N-biose I (Galβ1-> 3GlcNAc); [abr] MOPS; 3-morpholinopropanesulfonic acid; [abr] GalEBL; UDP-glucose 4-epimerase being active on UDP-GlcNAc; [abr] GalTBL; UDP-glucose-galactose 1-phosphate uridylyl transferase being active on GlcNAc1P and GalNAc1P; [abr] NahK; N-acetylhexosamine 1-kinase; 2-Acetamido-2-deoxy-d-galactose; 2-Acetamido-2-deoxy-d-glucose; One-pot enzymatic reaction; Bifidobacterium; Galacto-N-biose/lacto-N-biose I pathway; N-Acetylhexosamine 1-kinase;