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1.1.1.271: GDP-L-fucose synthase

This is an abbreviated version!
For detailed information about GDP-L-fucose synthase, go to the full flat file.

Word Map on EC 1.1.1.271

Reaction

GDP-beta-L-fucose
+
NADP+
=
GDP-4-dehydro-alpha-D-rhamnose
+
NADPH
+
H+

Synonyms

fcl, FX protein, GDP-4-keto-6-D-deoxymannose epimerase-reductase, GDP-4-keto-6-deoxy-D-mannose epimerase-reductase, GDP-4-keto-6-deoxy-D-mannose epimerase/reductase, GDP-4-keto-6-deoxy-D-mannose-3,5-epimerase-4-reductase, GDP-4-keto-6-deoxy-D-mannose-3,5-epimerase/reductase, GDP-4-keto-6-deoxy-mannose-3,5-epimerase-4-reductase, GDP-4-keto-6-deoxymannose 3, 5-epimerase 4-reductase, GDP-4-keto-6-deoxymannose 3,5-epimerase 4-reductase, GDP-4-keto-6-deoxymannose 3,5-epimerase-4-reductase, GDP-4-keto-6-deoxymannose epimerase-reductase, GDP-4-keto-6-deoxymannose-3,5-epimerase-4-reductase, GDP-D-mannose-4,6-dehydratase, GDP-Fuc synthase, GDP-fucose synthase, GDP-fucose synthetase, GDP-fucose-synthesizing enzyme FX, GDP-keto-6-deoxymannose 3,5-epimerase/4-reductase, GDP-L-fucose synthetase, GDPFuc synthase, GER, GFS, GMER, guanosine diphosphofucose synthetase, P35B tumour rejection antigen, PF3D7_1014000, Red cell NADP(H)-binding protein, Transplantation antigen P35B, TSTA3, Tum-P35B antigen, wcaG

ECTree

     1 Oxidoreductases
         1.1 Acting on the CH-OH group of donors
             1.1.1 With NAD+ or NADP+ as acceptor
                1.1.1.271 GDP-L-fucose synthase

Engineering

Engineering on EC 1.1.1.271 - GDP-L-fucose synthase

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PROTEIN VARIANTS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
C109A
-
lower Km than wild-type enzyme
C109S
active site mutant, produces GDP-6-deoxy-D-altrose as its major product (75%) besides GDP-L-fucose (25%) out of GDP-4-keto-6-deoxy-D-mannose
H179N
-
lower Km than wild-type enzyme
H179Q
the mutant catalyzes isotope exchange into starting material indicates that its active site has not been dramatically perturbed and it is still able to bind substrate and catalyze deprotonation events
K140R
-
higher Km than wild-type enzyme
K140S
-
higher Km than wild-type enzyme
R187A
-
lower Km than wild-type enzyme
S107A
-
lower Km than wild-type enzyme
Y136E
-
no enzymatic activity
C109S
-
produces GDP-6-deoxy-D-altrose as its major product, thus C-3'' epimerization occurs first and premature reduction of the GDP-4-keto-6-deoxy-D-altrose intermediate becomes competitive with GDP-L-fucose production. Results in the appearance of a kinetic isotope effect when [3''-2H]-GDP-6-deoxy-4-ketomannose is used as a substrate. The mutant catalyzes a rapid wash-in of solvent derived deuterium into the C-5'' position of GDP-fucose in the presence of NADP+
H179Q
-
is inactive, readily catalyzes the wash-out of deuterium from the C-3'' position of [3''-2H]-GDP-6-deoxy-4-keto-mannose
additional information
-
effective GDP-L-fucose production in recombinant Escherichia coli by expression of GDP-D-mannose-4,6-dehydratase and GDP-4-keto-6-deoxymannose 3,5-epimerase 4-reductase, method optimization at 25°C and 0.1 mM isopropyl-beta-D-thioglucopyranoside, overview