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Literature summary extracted from

  • Xia, L.; Lin, H.; Staniek, A.; Panjikar, S.; Ruppert, M.; Hilgers, P.; Williardt, J.; Rajendran, C.; Wang, M.; Warzecha, H.; Jäger, V.; Stöckigt, J.
    Ligand structures of synthetic deoxa-pyranosylamines with raucaffricine and strictosidine glucosidases provide structural insights into their binding and inhibitory behaviours (2015), J. Enzyme Inhib. Med. Chem., 30, 472-478 .
    View publication on PubMed

Cloned(Commentary)

EC Number Cloned (Comment) Organism
3.2.1.105 heterologously expressed in Escherichia coli Rauvolfia serpentina
3.2.1.125 heterologously expressed in Escherichia coli Rauvolfia serpentina

Crystallization (Commentary)

EC Number Crystallization (Comment) Organism
3.2.1.105 enzyme in complex with the N-(bromobenzyl)-beta-D-gluco-1,5-deoxa-pyranosylamine or N-(cyclohexylmethyl)-beta-D-gluco-1,5-deoxa-pyranosylamine Rauvolfia serpentina
3.2.1.125 enzyme in complex with the (1R,2S,3S,4R,5R)-4-(cyclohexylmethylamino)-5-(hydroxymethyl)cyclopentane-1,2,3-triol Rauvolfia serpentina

Inhibitors

EC Number Inhibitors Comment Organism Structure
3.2.1.105 additional information no inhibition by N-(cyclohexyl)-beta-D-gluco-1,5-deoxa-pyranosylamine Rauvolfia serpentina
3.2.1.105 N-(bromobenzyl)-beta-D-gluco-1,5-deoxa-pyranosylamine the inhibitor anchors exclusively in the catalytic active site by competition with appropriate enzyme substrates Rauvolfia serpentina
3.2.1.105 N-(cyclohexylmethyl)-beta-D-gluco-1,5-deoxa-pyranosylamine the inhibitor anchors exclusively in the catalytic active site by competition with appropriate enzyme substrates Rauvolfia serpentina
3.2.1.125 N-(bromobenzyl)-beta-D-gluco-1,5-deoxa-pyranosylamine the inhibitor anchors exclusively in the catalytic active site by competition with appropriate enzyme substrates Rauvolfia serpentina
3.2.1.125 N-(cyclohexyl)-beta-D-gluco-1,5-deoxa-pyranosylamine the inhibitor anchors exclusively in the catalytic active site by competition with appropriate enzyme substrates Rauvolfia serpentina
3.2.1.125 N-(cyclohexylmethyl)-beta-D-gluco-1,5-deoxa-pyranosylamine the inhibitor anchors exclusively in the catalytic active site by competition with appropriate enzyme substrates Rauvolfia serpentina

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
3.2.1.105 strictosidine + H2O Rauvolfia serpentina
-
 D-glucose + strictosidine aglycone
-
 ?
3.2.1.125 raucaffricine + H2O Rauvolfia serpentina
-
 D-glucose + vomilenine
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
3.2.1.105 Rauvolfia serpentina Q8GU20
-
-
3.2.1.125 Rauvolfia serpentina Q9SPP9
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3.2.1.105 strictosidine + H2O
-
 Rauvolfia serpentina D-glucose + strictosidine aglycone
-
 ?
3.2.1.125 raucaffricine + H2O
-
 Rauvolfia serpentina D-glucose + vomilenine
-
 ?

Synonyms

EC Number Synonyms Comment Organism
3.2.1.105 strictosidine glucosidase
-
 Rauvolfia serpentina
3.2.1.125 raucaffricine glucosidase
-
 Rauvolfia serpentina

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
3.2.1.105 30
-
 assay at Rauvolfia serpentina
3.2.1.125 30
-
 assay at Rauvolfia serpentina

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
3.2.1.105 5
-
-
 Rauvolfia serpentina
3.2.1.125 5
-
-
 Rauvolfia serpentina

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
3.2.1.105 0.127
-
 N-(bromobenzyl)-beta-D-gluco-1,5-deoxa-pyranosylamine 30°C, pH 5.0 Rauvolfia serpentina
3.2.1.105 6.7
-
 N-(cyclohexylmethyl)-beta-D-gluco-1,5-deoxa-pyranosylamine 30°C, pH 5.0 Rauvolfia serpentina
3.2.1.125 0.000066
-
 N-(bromobenzyl)-beta-D-gluco-1,5-deoxa-pyranosylamine 30°C, pH 5.0 Rauvolfia serpentina
3.2.1.125 0.00022
-
 N-(cyclohexylmethyl)-beta-D-gluco-1,5-deoxa-pyranosylamine 30°C, pH 5.0 Rauvolfia serpentina
3.2.1.125 0.628
-
 N-(cyclohexyl)-beta-D-gluco-1,5-deoxa-pyranosylamine 30°C, pH 5.0 Rauvolfia serpentina