EC Number | Cloned (Comment) | Organism |
---|---|---|
2.4.1.133 | gene B4GALT7, recombinant expression of His6-GST-tagged enzyme | Homo sapiens |
EC Number | KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
---|---|---|---|---|---|---|
2.4.1.133 | additional information | - |
additional information | Michaelis-Menten kinetics | Homo sapiens | |
2.4.1.133 | 0.025 | - |
2-naphthyl 1,5-dithio-beta-D-xylopyranoside | pH 6.2, 37°C, recombinant enzyme | Homo sapiens | |
2.4.1.133 | 0.034 | - |
2-naphthyl 5-thio-beta-D-xylopyranoside | pH 6.2, 37°C, recombinant enzyme | Homo sapiens | |
2.4.1.133 | 0.36 | - |
naphthalen-2-yl 1-thio-beta-D-xylopyranoside | pH 6.2, 37°C, recombinant enzyme | Homo sapiens | |
2.4.1.133 | 0.39 | - |
(1R,2S,3R,4R)-4-(2-naphthyloxy)cyclohexan-1,2,3-triol | pH 6.2, 37°C, recombinant enzyme | Homo sapiens | |
2.4.1.133 | 0.78 | - |
naphthalen-2-yl beta-D-xylopyranoside | pH 6.2, 37°C, recombinant enzyme | Homo sapiens |
EC Number | Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|---|
2.4.1.133 | UDP-alpha-D-galactose + O-beta-D-xylosyl-[protein] | Homo sapiens | - |
UDP + 4-beta-D-galactosyl-O-beta-D-xylosyl-[protein] | - |
? |
EC Number | Organism | UniProt | Comment | Textmining |
---|---|---|---|---|
2.4.1.133 | Homo sapiens | Q9UBV7 | - |
- |
EC Number | Purification (Comment) | Organism |
---|---|---|
2.4.1.133 | recombinant His6-GST-tagged enzyme by nickel affinity chromatography | Homo sapiens |
EC Number | Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|---|
2.4.1.133 | additional information | synthesis of xyloside analogues with substitution of the endocyclic oxygen atom by sulfur or carbon and investigation of them as substrates for beta-1,4-galactosyltransferase 7 (beta4GalT7), overview. The analogues with an endocyclic sulfur atom prove to be excellent substrates for b4GalT7, and are galactosylated approx. fifteen times more efficiently than the corresponding xyloside. The 5a-carba-beta-xylopyranoside in the D-configuration proves to be a good substrate for beta4GalT7, whereas the enantiomer in the L-configuration shows no activity. X-ray crystallography, NMR spectroscopy, and molecular modeling provide a rationale for the pronounced activity of the sulfur analogues. Favorable Pi-Pi interactions between the 2-naphthyl moiety and a tyrosine side chain of the enzyme are observed for the thio analogues (1S,2R,3S,4S)-4-(2-naphthyloxy)cyclohexan-1,2,3-triol, 4-ethyl-6-([(1R,2R,3S,4R)-2,3,4-trihydroxycyclohexyl]oxy)-2H-1-benzopyran-2-one, and 4-ethyl-6-([(1S,2S,3R,4S)-2,3,4-trihydroxycyclohexyl]oxy)-2H-1-benzopyran-2-one. The carbaxyloside of iliparcil are synthesized as well as its L-xylo-enantiomers 4-ethyl-6-([(1R,2R,3S,4R)-2,3,4-trihydroxycyclohexyl]oxy)-2H-1-benzopyran-2-one and 4-ethyl-6-([(1S,2S,3R,4S)-2,3,4-trihydroxycyclohexyl]oxy)-2H-1-benzopyran-2-one. The L-xylo-derivative 4-ethyl-6-([(1S,2S,3R,4S)-2,3,4-trihydroxycyclohexyl]oxy)-2H-1-benzopyran-2-one shows a much higher antithrombotic activity compared to the D-xylo-enantiomer 4-ethyl-6-([(1R,2R,3S,4R)-2,3,4-trihydroxycyclohexyl]oxy)-2H-1-benzopyran-2-one and only the compound with L-xylo conformation functions as substrate for beta4GalT7 when assayed with enzyme extracts from chicken embryo. This is in stark contrast to other investigations where L-enantiomers of xylosides rarely act as substrates for beta4GalT7. Quantum mechanical calculations and docking simulations, overview | Homo sapiens | ? | - |
- |
|
2.4.1.133 | UDP-alpha-D-galactose + (1R,2S,3R,4R)-4-(2-naphthyloxy)cyclohexan-1,2,3-triol | - |
Homo sapiens | UDP + ? | - |
? | |
2.4.1.133 | UDP-alpha-D-galactose + (1S,2R,3S,4S)-4-(2-naphthyloxy)cyclohexan-1,2,3-triol | - |
Homo sapiens | UDP + ? | - |
? | |
2.4.1.133 | UDP-alpha-D-galactose + 2-naphthyl 1,5-dithio-beta-D-xylopyranoside | - |
Homo sapiens | UDP + naphthalen-2-yl 4-O-beta-D-galactopyranosyl-1,5-dithio-beta-D-xylopyranoside | - |
? | |
2.4.1.133 | UDP-alpha-D-galactose + 2-naphthyl 5-thio-beta-D-xylopyranoside | - |
Homo sapiens | UDP + naphthalen-2-yl 4-O-beta-D-galactopyranosyl-5-thio-beta-D-xylopyranoside | - |
? | |
2.4.1.133 | UDP-alpha-D-galactose + 4-ethyl-2-oxo-2H-1-benzopyran-7-yl beta-D-carbaxylopyranoside | a 5a-carba-beta-xylopyranoside | Homo sapiens | UDP + 4-ethyl-2-oxo-2H-1-benzopyran-7-yl 4-O-beta-D-galactopyranosyl-beta-D-carbaxylopyranoside | - |
? | |
2.4.1.133 | UDP-alpha-D-galactose + 4-ethyl-2-oxo-2H-1-benzopyran-7-yl beta-L-carbaxylopyranoside | a 5a-carba-beta-xylopyranoside | Homo sapiens | UDP + 4-ethyl-2-oxo-2H-1-benzopyran-7-yl 4-O-beta-D-galactopyranosyl-beta-L-carbaxylopyranoside | - |
? | |
2.4.1.133 | UDP-alpha-D-galactose + beciparcil | a 5-thio-beta-D-xylopyranoside | Homo sapiens | UDP + 4-[(4-O-beta-D-galactopyranosyl-5-thio-beta-D-xylopyranosyl)thio]benzonitrile | - |
? | |
2.4.1.133 | UDP-alpha-D-galactose + iliparcil | a 5-thio-beta-D-xylopyranoside | Homo sapiens | UDP + 4-ethyl-2-oxo-2H-1-benzopyran-7-yl 4-O-beta-D-galactopyranosyl-5-thio-beta-D-xylopyranoside | - |
? | |
2.4.1.133 | UDP-alpha-D-galactose + naphthalen-2-yl 1-thio-beta-D-xylopyranoside | - |
Homo sapiens | UDP + naphthalen-2-yl 4-O-beta-D-galactopyranosyl-1-thio-beta-D-xylopyranoside | - |
? | |
2.4.1.133 | UDP-alpha-D-galactose + naphthalen-2-yl beta-D-xylopyranoside | - |
Homo sapiens | UDP + naphthalen-2-yl 4-O-beta-D-galactopyranosyl-beta-D-xylopyranoside | - |
? | |
2.4.1.133 | UDP-alpha-D-galactose + naroparcil | a 5-thio-beta-D-xylopyranoside | Homo sapiens | UDP + 4-[4-[(4-O-beta-D-galactopyranosyl-5-thio-beta-D-xylopyranosyl)thio]benzoyl]benzonitrile | - |
? | |
2.4.1.133 | UDP-alpha-D-galactose + O-beta-D-xylosyl-[protein] | - |
Homo sapiens | UDP + 4-beta-D-galactosyl-O-beta-D-xylosyl-[protein] | - |
? | |
2.4.1.133 | UDP-alpha-D-galactose + odiparcil | a 5-thio-beta-D-xylopyranoside | Homo sapiens | UDP + 4-methyl-2-oxo-2H-1-benzopyran-7-yl 4-O-beta-D-galactopyranosyl-5-thio-beta-D-xylopyranoside | - |
? |
EC Number | Synonyms | Comment | Organism |
---|---|---|---|
2.4.1.133 | beta-1,4-galactosyltransferase 7 | - |
Homo sapiens |
2.4.1.133 | beta4GalT7 | - |
Homo sapiens |
EC Number | Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
---|---|---|---|---|
2.4.1.133 | 37 | - |
assay at | Homo sapiens |
EC Number | Turnover Number Minimum [1/s] | Turnover Number Maximum [1/s] | Substrate | Comment | Organism | Structure |
---|---|---|---|---|---|---|
2.4.1.133 | 1.6 | - |
2-naphthyl 1,5-dithio-beta-D-xylopyranoside | pH 6.2, 37°C, recombinant enzyme | Homo sapiens | |
2.4.1.133 | 2 | - |
2-naphthyl 5-thio-beta-D-xylopyranoside | pH 6.2, 37°C, recombinant enzyme | Homo sapiens | |
2.4.1.133 | 2.7 | - |
(1R,2S,3R,4R)-4-(2-naphthyloxy)cyclohexan-1,2,3-triol | pH 6.2, 37°C, recombinant enzyme | Homo sapiens | |
2.4.1.133 | 2.7 | - |
naphthalen-2-yl 1-thio-beta-D-xylopyranoside | pH 6.2, 37°C, recombinant enzyme | Homo sapiens | |
2.4.1.133 | 3.1 | - |
naphthalen-2-yl beta-D-xylopyranoside | pH 6.2, 37°C, recombinant enzyme | Homo sapiens |
EC Number | pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
---|---|---|---|---|
2.4.1.133 | 6.2 | - |
assay at | Homo sapiens |
EC Number | General Information | Comment | Organism |
---|---|---|---|
2.4.1.133 | metabolism | beta-1,4-galactosyltransferase 7 (beta4GalT7) is a key enzyme in the biosynthesis of glycosaminoglycan chains | Homo sapiens |
2.4.1.133 | additional information | molecular docking complex of the beta4GalT7 mutant D211N from Drosophila melanogaster with substrates naphthalen-2-yl beta-D-xylopyranoside, naphthalen-2-yl 1-thio-beta-D-xylopyranoside, 2-naphthyl 5-thio-beta-D-xylopyranoside, and 2-naphthyl 1,5-dithio-beta-D-xylopyranoside | Homo sapiens |
EC Number | kcat/KM Value [1/mMs-1] | kcat/KM Value Maximum [1/mMs-1] | Substrate | Comment | Organism | Structure |
---|---|---|---|---|---|---|
2.4.1.133 | 3.97 | - |
naphthalen-2-yl beta-D-xylopyranoside | pH 6.2, 37°C, recombinant enzyme | Homo sapiens | |
2.4.1.133 | 6.92 | - |
(1R,2S,3R,4R)-4-(2-naphthyloxy)cyclohexan-1,2,3-triol | pH 6.2, 37°C, recombinant enzyme | Homo sapiens | |
2.4.1.133 | 7.5 | - |
naphthalen-2-yl 1-thio-beta-D-xylopyranoside | pH 6.2, 37°C, recombinant enzyme | Homo sapiens | |
2.4.1.133 | 58.8 | - |
2-naphthyl 5-thio-beta-D-xylopyranoside | pH 6.2, 37°C, recombinant enzyme | Homo sapiens | |
2.4.1.133 | 64 | - |
2-naphthyl 1,5-dithio-beta-D-xylopyranoside | pH 6.2, 37°C, recombinant enzyme | Homo sapiens |