Literature summary for 3.2.1.123 extracted from

Caines, M.E.; Hancock, S.M.; Tarling, C.A.; Wrodnigg, T.M.; Stick, R.V.; Stuetz, A.E.; Vasella, A.; Withers, S.G.; Strynadka, N.C.
The structural basis of glycosidase inhibition by five-membered iminocyclitols: the clan A glycoside hydrolase endoglycoceramidase as a model system (2007), Angew. Chem. Int. Ed. Engl., 46, 4474-4476.

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Cloned(Commentary)

Cloned (Comment)	Organism
recombinant EGC, lacking the 30 amino acid N-terminal signal sequence overexpressed in Escherichia coli	Rhodococcus sp.

Crystallization (Commentary)

Crystallization (Comment)	Organism
EGC-inhibitor complexes, to 1.50-1.85 A resolution. Both (3R,4R,5R)-4-(beta-D-glucopyranosyl)oxy-3-hydroxy-5-(hydroxymethyl)piperidine and (5R,6R,7S,8S)-6-(beta-D-glucopyranosyloxy)-5,6,7,8-tetrahydro-5-(hydroxymethyl)imidazo-[1,2-a]pyridine-7,8-diol bind in the -2 and -1 subsites of the enzyme, with the isofagomine and glucoimidazole moieties located in the catalytic -1 subsite. 1-(4-dimethylamino)benzoylamino-1,2,5-trideoxy-2,5-imino-d-mannitol binds in the -1 subsite in an envelope conformation. The ring nitrogen superimposes with the anomeric carbon of the lactosyl-enzyme intermediate and the ring nitrogen of the isofagomine	Rhodococcus sp.

Crystallization (Comment)

Organism

EGC-inhibitor complexes, to 1.50-1.85 A resolution. Both (3R,4R,5R)-4-(beta-D-glucopyranosyl)oxy-3-hydroxy-5-(hydroxymethyl)piperidine and (5R,6R,7S,8S)-6-(beta-D-glucopyranosyloxy)-5,6,7,8-tetrahydro-5-(hydroxymethyl)imidazo-[1,2-a]pyridine-7,8-diol bind in the -2 and -1 subsites of the enzyme, with the isofagomine and glucoimidazole moieties located in the catalytic -1 subsite. 1-(4-dimethylamino)benzoylamino-1,2,5-trideoxy-2,5-imino-d-mannitol binds in the -1 subsite in an envelope conformation. The ring nitrogen superimposes with the anomeric carbon of the lactosyl-enzyme intermediate and the ring nitrogen of the isofagomine

Rhodococcus sp.

Inhibitors

Inhibitors	Comment	Organism
(3R,4R,5R)-4-(beta-D-glucopyranosyl)oxy-3-hydroxy-5-(hydroxymethyl)piperidine	-	Rhodococcus sp.
(5R,6R,7S,8S)-6-(beta-D-glucopyranosyloxy)-5,6,7,8-tetrahydro-5-(hydroxymethyl)imidazo-[1,2-a]pyridine-7,8-diol	-	Rhodococcus sp.
1-(4-dimethylamino)benzoylamino-1,2,5-trideoxy-2,5-imino-d-mannitol	-	Rhodococcus sp.

Organism

Organism	UniProt	Comment	Textmining
Rhodococcus sp.	-	-	-

Purification (Commentary)

Purification (Comment)	Organism
by Ni(II) affinity chromatography	Rhodococcus sp.

Synonyms

Synonyms	Comment	Organism
EGC	-	Rhodococcus sp.
endoglycoceramidase II	-	Rhodococcus sp.

pH Optimum

pH Optimum Minimum	pH Optimum Maximum	Comment	Organism
5	-	-	Rhodococcus sp.

Ki Value [mM]

Ki Value [mM]	Ki Value maximum [mM]	Inhibitor	Comment	Organism
0.0005	-	(5R,6R,7S,8S)-6-(beta-D-glucopyranosyloxy)-5,6,7,8-tetrahydro-5-(hydroxymethyl)imidazo-[1,2-a]pyridine-7,8-diol	-	Rhodococcus sp.
0.005	-	(3R,4R,5R)-4-(beta-D-glucopyranosyl)oxy-3-hydroxy-5-(hydroxymethyl)piperidine	-	Rhodococcus sp.
0.01	-	1-(4-dimethylamino)benzoylamino-1,2,5-trideoxy-2,5-imino-d-mannitol	-	Rhodococcus sp.