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Literature summary for 3.2.1.114 extracted from

  • Kuntz, D.A.; Nakayama, S.; Shea, K.; Hori, H.; Uto, Y.; Nagasawa, H.; Rose, D.R.
    Structural investigation of the binding of 5-substituted swainsonine analogues to Golgi alpha-mannosidase II (2010), ChemBioChem, 11, 673-680.
    View publication on PubMed

Application

Application Comment Organism
drug development the enzyme Golgi alpha-mannosidase II is a promising target for intervention in the glycosylation process Drosophila melanogaster

Crystallization (Commentary)

Crystallization (Comment) Organism
enzyme with bound unhibitors, X-ray diffraction structure determination and analysis Drosophila melanogaster

Inhibitors

Inhibitors Comment Organism Structure
(1S,2R,5R,8R,8aR)-5-[2-(4-tert-butylphenyl)ethyl]octahydroindolizine-1,2,8-triol
-
Drosophila melanogaster
(1S,2R,5S,8R,8aR)-5-[2-(4-tert-butylphenyl)ethyl]octahydroindolizine-1,2,8-triol
-
Drosophila melanogaster
1-(4-methylphenyl)-2-[(1S,2R,5R,8R,8aR)-1,2,8-trihydroxyoctahydroindolizin-5-yl]ethanone
-
Drosophila melanogaster
1-(4-tert-butylphenyl)-2-[(1S,2R,5R,8R,8aR)-1,2,8-trihydroxyoctahydroindolizin-5-yl]ethanone
-
Drosophila melanogaster
1-(4-tert-butylphenyl)-2-[(1S,2R,5S,8R,8aR)-1,2,8-trihydroxyoctahydroindolizin-5-yl]ethanone
-
Drosophila melanogaster
1-phenyl-2-[(1S,2R,5R,8R,8aR)-1,2,8-trihydroxyoctahydroindolizin-5-yl]ethanone
-
Drosophila melanogaster
additional information inhibitor synthesis, overview Drosophila melanogaster
swainsonine
-
Drosophila melanogaster

Localization

Localization Comment Organism GeneOntology No. Textmining
Golgi apparatus
-
Drosophila melanogaster 5794
-

Metals/Ions

Metals/Ions Comment Organism Structure
Zn2+
-
Drosophila melanogaster

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
additional information Drosophila melanogaster GMII is involved in the creation of glycoproteins that contain complex carbohydrates. It is responsible for the formation of the core trimannose structure to which all complex carbohydrates are appended. It catalyses the hydrolysis of an alpha(1,6)- and an alpha(1,3)-linked mannose from GlcNAc-Man5-GlcNAc2 to form GlcNAc-Man3-GlcNAc2-Asn-X ?
-
?

Organism

Organism UniProt Comment Textmining
Drosophila melanogaster Q24451
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
additional information GMII is involved in the creation of glycoproteins that contain complex carbohydrates. It is responsible for the formation of the core trimannose structure to which all complex carbohydrates are appended. It catalyses the hydrolysis of an alpha(1,6)- and an alpha(1,3)-linked mannose from GlcNAc-Man5-GlcNAc2 to form GlcNAc-Man3-GlcNAc2-Asn-X Drosophila melanogaster ?
-
?
additional information the cleavage mechanism involves formation of a covalent glycosyl-enzyme intermediate and results in net retention of configuration Drosophila melanogaster ?
-
?

Synonyms

Synonyms Comment Organism
GmII
-
Drosophila melanogaster
Golgi alpha-mannosidase II
-
Drosophila melanogaster

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
25
-
assay at Drosophila melanogaster

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
5.75
-
assay at Drosophila melanogaster

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.0027
-
1-(4-methylphenyl)-2-[(1S,2R,5R,8R,8aR)-1,2,8-trihydroxyoctahydroindolizin-5-yl]ethanone pH 5.75, 25°C Drosophila melanogaster
0.0027
-
1-(4-tert-butylphenyl)-2-[(1S,2R,5R,8R,8aR)-1,2,8-trihydroxyoctahydroindolizin-5-yl]ethanone pH 5.75, 25°C Drosophila melanogaster
0.0028
-
1-phenyl-2-[(1S,2R,5R,8R,8aR)-1,2,8-trihydroxyoctahydroindolizin-5-yl]ethanone pH 5.75, 25°C Drosophila melanogaster
0.003
-
swainsonine pH 5.75, 25°C Drosophila melanogaster

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.000029
-
pH 5.75, 25°C Drosophila melanogaster 1-(4-methylphenyl)-2-[(1S,2R,5R,8R,8aR)-1,2,8-trihydroxyoctahydroindolizin-5-yl]ethanone
0.000029
-
pH 5.75, 25°C Drosophila melanogaster 1-(4-tert-butylphenyl)-2-[(1S,2R,5R,8R,8aR)-1,2,8-trihydroxyoctahydroindolizin-5-yl]ethanone
0.00003
-
pH 5.75, 25°C Drosophila melanogaster 1-phenyl-2-[(1S,2R,5R,8R,8aR)-1,2,8-trihydroxyoctahydroindolizin-5-yl]ethanone
0.000037
-
pH 5.75, 25°C Drosophila melanogaster swainsonine
0.000044
-
pH 5.75, 25°C Drosophila melanogaster (1S,2R,5S,8R,8aR)-5-[2-(4-tert-butylphenyl)ethyl]octahydroindolizine-1,2,8-triol
0.00025
-
pH 5.75, 25°C Drosophila melanogaster 1-(4-tert-butylphenyl)-2-[(1S,2R,5S,8R,8aR)-1,2,8-trihydroxyoctahydroindolizin-5-yl]ethanone
0.00025
-
pH 5.75, 25°C Drosophila melanogaster (1S,2R,5R,8R,8aR)-5-[2-(4-tert-butylphenyl)ethyl]octahydroindolizine-1,2,8-triol