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Literature summary for 2.4.1.B46 extracted from
- AknK is an L-2-deoxyfucosyltransferase in the biosynthesis of the anthracycline aclacinomycin A (2004), Biochemistry, 43, 4548-4558.
Application
| Application | Comment | Organism |
|---|---|---|
| synthesis | AknK may be a useful enzyme for the chemoenzymatic synthesis of anthracycline variants | Streptomyces galilaeus |
Cloned(Commentary)
| Cloned (Comment) | Organism |
|---|---|
| subcloned into a pET-22b expression vector and expressed recombinantly in Escherichia coli as a C-terminal His6-tagged protein | Streptomyces galilaeus |
KM Value [mM]
| KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 0.104 | - |
4-O-(alpha-L-rhodosaminyl)aklavinone | pH 7.5, 25°C, cosubstrate: TDP-L-daunosamine | Streptomyces galilaeus |  |
| 0.109 | - |
4-O-(alpha-L-rhodosaminyl)aklavinone | pH 7.5, 25°C, cosubstrate: dTDP-2-deoxy-alpha-L-fucose | Streptomyces galilaeus | |
| 0.138 | - |
idarubicin | pH 7.5, 25°C, cosubstrate: dTDP-alpha-L-2-deoxyfucose | Streptomyces galilaeus | |
| 0.149 | - |
dTDP-2-deoxy-beta-L-fucose | pH 7.5, 25°C, cosubstrate: 4-O-(alpha-L-rhodosaminyl)aklavinone | Streptomyces galilaeus | |
| 0.531 | - |
dTDP-2-deoxy-beta-L-fucose | pH 7.5, 25°C, cosubstrate: idarubicin | Streptomyces galilaeus | |
| 0.94 | - |
dTDP-L-daunosamine | pH 7.5, 25°C, cosubstrate: rhodosaminyl aklavinone | Streptomyces galilaeus | |
Molecular Weight [Da]
| Molecular Weight [Da] | Molecular Weight Maximum [Da] | Comment | Organism |
|---|---|---|---|
| 65000 | - |
x * 65000, SDS-PAGE | Streptomyces galilaeus |
Natural Substrates/ Products (Substrates)
| Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| dTDP-2-deoxy-beta-L-fucose + 4-O-(alpha-L-rhodosaminyl)aklavinone | Streptomyces galilaeus | - |
dTDP + 4-O-[(4-O-2-deoxy-alpha-L-fucosyl)-alpha-L-rhodosaminyl]aklavinone | - |
? | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Streptomyces galilaeus | Q9L555 | - |
- |
Purification (Commentary)
| Purification (Comment) | Organism |
|---|---|
- |
Streptomyces galilaeus |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| dTDP-2-deoxy-alpha-L-fucose + 4-O-[(4-O-2-deoxy-alpha-L-fucosyl)-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 | Streptomyces galilaeus | dTDP + 4-O-[[4-O-2-deoxy-alpha-L-fucosyl-(4-O-alpha-L-2-deoxyfucosyl)]alpha-L-rhodosaminyl]aklavinone | - |
? | |
| dTDP-2-deoxy-alpha-L-fucose + idarubicin | - |
Streptomyces galilaeus | dTDP + 4'-O-(2-deoxy-alpha-L-fucosyl)idarubicin | - |
? | |
| dTDP-2-deoxy-beta-L-fucose + 4-O-(alpha-L-rhodosaminyl)aklavinone | - |
Streptomyces galilaeus | dTDP + 4-O-[(4-O-2-deoxy-alpha-L-fucosyl)-alpha-L-rhodosaminyl]aklavinone | - |
? | |
| dTDP-L-daunosamine + 4-O-(alpha-L-rhodosaminyl)aklavinone | the enzyme accepts L-daunosamine as an alternative sugar substrate, albeit with a 270fold decrease in catalytic efficiency (kcat/Km) | Streptomyces galilaeus | dTDP + 4-O-[(4-O-alpha-L-daunosaminyl)-alpha-L-rhodosaminyl]aklavinone | - |
? | |
| additional information | 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 | Streptomyces galilaeus | ? | - |
? | |
Subunits
| Subunits | Comment | Organism |
|---|---|---|
| ? | x * 65000, SDS-PAGE | Streptomyces galilaeus |
Synonyms
| Synonyms | Comment | Organism |
|---|---|---|
| AknK | - |
Streptomyces galilaeus |
Temperature Optimum [°C]
| Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|
| 25 | - |
assay at | Streptomyces galilaeus |
pH Optimum
| pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|
| 7.5 | - |
assay at | Streptomyces galilaeus |
kcat/KM [mM/s]
| kcat/KM Value [1/mMs-1] | kcat/KM Value Maximum [1/mMs-1] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 0.037 | - |
dTDP-L-daunosamine | pH 7.5, 25°C, cosubstrate: 4-O-(alpha-L-rhodosaminyl)aklavinone | Streptomyces galilaeus | |
| 0.17 | - |
dTDP-2-deoxy-alpha-L-fucose | pH 7.5, 25°C, cosubstrate: idarubicin | Streptomyces galilaeus | |
| 0.33 | - |
4-O-(alpha-L-rhodosaminyl)aklavinone | pH 7.5, 25°C, cosubstrate: TDP-L-daunosamine | Streptomyces galilaeus | |
| 0.65 | - |
idarubicin | pH 7.5, 25°C, cosubstrate: dTDP-2-deoxy-alpha-L-fucose | Streptomyces galilaeus | |
| 5.7 | - |
4-O-(alpha-L-rhodosaminyl)aklavinone | pH 7.5, 25°C, cosubstrate: dTDP-2-deoxy-alpha-L-fucose | Streptomyces galilaeus | |
| 7.3 | - |
dTDP-2-deoxy-alpha-L-fucose | pH 7.5, 25°C, cosubstrate: 4-O-(alpha-L-rhodosaminyl)aklavinone | Streptomyces galilaeus | |
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