2.4.1.B46: 4-O-(alpha-L-rhodosaminyl)aklavinone L-2-deoxyfucosyltransferase
This is an abbreviated version!
For detailed information about 4-O-(alpha-L-rhodosaminyl)aklavinone L-2-deoxyfucosyltransferase, go to the full flat file.
Reaction
Synonyms
AknK
ECTree
Advanced search results
Substrates Products
Substrates Products on EC 2.4.1.B46 - 4-O-(alpha-L-rhodosaminyl)aklavinone L-2-deoxyfucosyltransferase
Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
REACTION DIAGRAM
dTDP-2-deoxy-alpha-L-fucose + 4-O-[(4-O-2-deoxy-alpha-L-fucosyl)-alpha-L-rhodosaminyl]aklavinone
dTDP + 4-O-[[4-O-2-deoxy-alpha-L-fucosyl-(4-O-alpha-L-2-deoxyfucosyl)]alpha-L-rhodosaminyl]aklavinone
AknK also catalyzes a tandem addition of a second L-2-deoxyfucosyl moiety, albeit with reduced activity, to the natural disaccharide chain to produce L-deoxyfucosyl-L-deoxyfucosyl-L-rhodosaminyl aklavinone, a variant of the natural aclacinomycin A. The second transfer reaction is 3 orders of magnitude slower than the first sugar transfer reaction catalyzed by AknK
-
-
?
dTDP-2-deoxy-alpha-L-fucose + 4-O-[(4-O-2-deoxy-alpha-L-fucosyl)-alpha-L-rhodosaminyl]aklavinone
dTDP + 4-O-[[4-O-alpha-L-2-deoxyfucosyl-(4-O-2-deoxy-alpha-L-fucosyl)]alpha-L-rhodosaminyl]aklavinone
-
-
-
-
?
dTDP-2-deoxy-alpha-L-fucose + idarubicin
dTDP + 4'-O-(2-deoxy-alpha-L-fucosyl)idarubicin
-
-
-
?
dTDP-2-deoxy-beta-L-fucose + 4-O-(alpha-L-rhodosaminyl)aklavinone
dTDP + 4-O-[(4-O-2-deoxy-alpha-L-fucosyl)-alpha-L-rhodosaminyl]aklavinone
dTDP-L-daunosamine + 4-O-(alpha-L-rhodosaminyl)aklavinone
dTDP + 4-O-[(4-O-alpha-L-daunosaminyl)-alpha-L-rhodosaminyl]aklavinone
the enzyme accepts L-daunosamine as an alternative sugar substrate, albeit with a 270fold decrease in catalytic efficiency (kcat/Km)
-
-
?
dTDP + 4-O-[(4-O-2-deoxy-alpha-L-fucosyl)-alpha-L-rhodosaminyl]aklavinone
-
-
-
-
?
dTDP-2-deoxy-beta-L-fucose + 4-O-(alpha-L-rhodosaminyl)aklavinone
dTDP + 4-O-[(4-O-2-deoxy-alpha-L-fucosyl)-alpha-L-rhodosaminyl]aklavinone
-
-
-
?
?
-
AknK also accepts an alternate dTDP-L-sugar, dTDP-L-daunosamine, and other monoglycosylated anthracyclines, including daunomycin, adriamycin, and idarubicin, to build alternate disaccharides on variant anthracycline backbones
-
-
?
additional information
?
-
-
the enzyme does not transfer TDP-L-rhodosamine
-
-
?