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Literature summary 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

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

Crystallization (Commentary)

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

Inhibitors

EC Number Inhibitors Comment Organism Structure
3.2.1.114 (1S,2R,5R,8R,8aR)-5-[2-(4-tert-butylphenyl)ethyl]octahydroindolizine-1,2,8-triol
-
 Drosophila melanogaster
3.2.1.114 (1S,2R,5S,8R,8aR)-5-[2-(4-tert-butylphenyl)ethyl]octahydroindolizine-1,2,8-triol
-
 Drosophila melanogaster
3.2.1.114 1-(4-methylphenyl)-2-[(1S,2R,5R,8R,8aR)-1,2,8-trihydroxyoctahydroindolizin-5-yl]ethanone
-
 Drosophila melanogaster
3.2.1.114 1-(4-tert-butylphenyl)-2-[(1S,2R,5R,8R,8aR)-1,2,8-trihydroxyoctahydroindolizin-5-yl]ethanone
-
 Drosophila melanogaster
3.2.1.114 1-(4-tert-butylphenyl)-2-[(1S,2R,5S,8R,8aR)-1,2,8-trihydroxyoctahydroindolizin-5-yl]ethanone
-
 Drosophila melanogaster
3.2.1.114 1-phenyl-2-[(1S,2R,5R,8R,8aR)-1,2,8-trihydroxyoctahydroindolizin-5-yl]ethanone
-
 Drosophila melanogaster
3.2.1.114 additional information inhibitor synthesis, overview Drosophila melanogaster
3.2.1.114 swainsonine
-
 Drosophila melanogaster

Localization

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

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
3.2.1.114 Zn2+
-
 Drosophila melanogaster

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
3.2.1.114 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

EC Number Organism UniProt Comment Textmining
3.2.1.114 Drosophila melanogaster Q24451
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3.2.1.114 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 ?
-
 ?
3.2.1.114 additional information the cleavage mechanism involves formation of a covalent glycosyl-enzyme intermediate and results in net retention of configuration Drosophila melanogaster ?
-
 ?

Synonyms

EC Number Synonyms Comment Organism
3.2.1.114 GmII
-
 Drosophila melanogaster
3.2.1.114 Golgi alpha-mannosidase II
-
 Drosophila melanogaster

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
3.2.1.114 25
-
 assay at Drosophila melanogaster

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
3.2.1.114 5.75
-
 assay at Drosophila melanogaster

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
3.2.1.114 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
3.2.1.114 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
3.2.1.114 0.0028
-
 1-phenyl-2-[(1S,2R,5R,8R,8aR)-1,2,8-trihydroxyoctahydroindolizin-5-yl]ethanone pH 5.75, 25°C Drosophila melanogaster
3.2.1.114 0.003
-
 swainsonine pH 5.75, 25°C Drosophila melanogaster

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
3.2.1.114 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
3.2.1.114 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
3.2.1.114 0.00003
-
 pH 5.75, 25°C Drosophila melanogaster 1-phenyl-2-[(1S,2R,5R,8R,8aR)-1,2,8-trihydroxyoctahydroindolizin-5-yl]ethanone
3.2.1.114 0.000037
-
 pH 5.75, 25°C Drosophila melanogaster swainsonine
3.2.1.114 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
3.2.1.114 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
3.2.1.114 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