TY - JOUR
T1 - Enzymatic Glycosylation of Small Molecules
T2 - Challenging Substrates Require Tailored Catalysts
AU - Desmet, Tom
AU - Soetaert, Wim
AU - Bojarova, Pavla
AU - Kren, Vladimir
AU - Dijkhuizen, Lubbert
AU - Eastwick-Field, Vanessa
AU - Schiller, Alexander
AU - Křen, Vladimir
PY - 2012/8
Y1 - 2012/8
N2 - Glycosylation can significantly improve the physicochemical and biological properties of small molecules like vitamins, antibiotics, flavors, and fragrances. The chemical synthesis of glycosides is, however, far from trivial and involves multistep routes that generate lots of waste. In this review, biocatalytic alternatives are presented that offer both stricter specificities and higher yields. The advantages and disadvantages of different enzyme classes are discussed and illustrated with a number of recent examples. Progress in the field of enzyme engineering and screening are expected to result in new applications of biocatalytic glycosylation reactions in various industrial sectors.
AB - Glycosylation can significantly improve the physicochemical and biological properties of small molecules like vitamins, antibiotics, flavors, and fragrances. The chemical synthesis of glycosides is, however, far from trivial and involves multistep routes that generate lots of waste. In this review, biocatalytic alternatives are presented that offer both stricter specificities and higher yields. The advantages and disadvantages of different enzyme classes are discussed and illustrated with a number of recent examples. Progress in the field of enzyme engineering and screening are expected to result in new applications of biocatalytic glycosylation reactions in various industrial sectors.
KW - acceptor specificity
KW - enzyme engineering
KW - glycosylation
KW - glycosyltransferase
KW - high-throughput screening
KW - BETA-N-ACETYLHEXOSAMINIDASE
KW - APPENDED BIPYRIDINIUM SALTS
KW - LACTOBACILLUS-REUTERI 121
KW - KOENIGS-KNORR REACTIONS
KW - LEUCONOSTOC-MESENTEROIDES B-1299CB
KW - RECOMBINANT SUCROSE PHOSPHORYLASE
KW - ANOMER-SELECTIVE-GLUCOSYLATION
KW - INVERTING GLYCOSIDE HYDROLASE
KW - GLYCOSYNTHASE-TYPE REACTION
KW - ACID-SUBSTITUTED VIOLOGENS
U2 - 10.1002/chem.201103069
DO - 10.1002/chem.201103069
M3 - Review article
SN - 0947-6539
VL - 18
SP - 10786
EP - 10801
JO - Chemistry : a European Journal
JF - Chemistry : a European Journal
IS - 35
ER -