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EC Number Substrates Commentary Substrates Organism Products Commentary (Products) Reversibility
Display the word mapDisplay the reaction diagram Show all sequences 3.2.1.B161alpha(S)-6-O-methyl-N-deacetylisoipecoside + H2O kcat/KM is 16.3% of the value for 1beta(R)-N-deacetylipecoside Carapichea ipecacuanha 1alpha(S)-6-O-methyl-N-deacetylisoipecoside aglycone + D-glucose - ?
Display the word mapDisplay the reaction diagram Show all sequences 3.2.1.B161alpha(S)-N-deacetylisoipecoside + H2O kcat/KM is 16.9% of the value for 1beta(R)-N-deacetylipecoside Carapichea ipecacuanha 1alpha(S)-N-deacetylisoipecoside aglycone + D-glucose - ?
Display the word mapDisplay the reaction diagram Show all sequences 3.2.1.B161beta(R)-6-O-methyl-N-deacetylipecoside + H2O the enzyme is involved in alkaloid biosynthesis Carapichea ipecacuanha 1beta(R)-6-O-methyl-N-deacetylipecoside aglycone + D-glucose - ?
Display the word mapDisplay the reaction diagram Show all sequences 3.2.1.B161beta(R)-6-O-methyl-N-deacetylipecoside + H2O kcat/KM is 90.5% of the value for 1beta(R)-N-deacetylipecoside Carapichea ipecacuanha 1beta(R)-6-O-methyl-N-deacetylipecoside aglycone + D-glucose - ?
Display the word mapDisplay the reaction diagram Show all sequences 3.2.1.B161beta(R)-N-deacetylipecoside + H2O the 1beta(R)-epimer N-deacetylipecoside is the precursor mainly of ipecoside and alangiside, the alkaloidal glucosides having a beta-configuration Carapichea ipecacuanha 1beta(R)-N-deacetylipecoside aglycone + D-glucose - ?
Display the word mapDisplay the reaction diagram Show all sequences 3.2.1.B161beta(R)-N-deacetylipecoside + H2O IpeGlu1 preferentially hydrolyzes glucosidic Ipecac alkaloids except for their lactams, but shows poor or no activity toward other substrates, including terpenoid-indole alkaloid glucosides. IpeGlu1 activity is extremely poor toward 7-O-methyl and 6,7-O,O-dimethyl derivatives. However, 6-O-methyl derivatives are hydrolyzed as efficiently as non-methylated substrates. IpeGlu1 accepts both 1alpha(S)-N-deacetylisoipecoside and 1beta(R)-N-deacetylipecoside epimers as substrate with preference of 1beta(R)-epimer to 1alpha(S)-epimer Carapichea ipecacuanha 1beta(R)-N-deacetylipecoside aglycone + D-glucose spontaneous transitions of the highly reactive aglycon. A possible mechanism is as follows: the hemiacetal aglycon forms a dialdehyde by ring opening, and the N-atom attacks the carbolyl group of the aldehyde, followed by dehydration to form an iminium cation which is considered to tautomerize to the enamine form ?
Display the word mapDisplay the reaction diagram Show all sequences 3.2.1.B16ipecoside + H2O the enzyme is involved in alkaloid biosynthesis Carapichea ipecacuanha ipecoside aglycone + D-glucose - ?
Display the word mapDisplay the reaction diagram Show all sequences 3.2.1.B16ipecoside + H2O kcat/KM is 5.2fold higher than the value for 1beta(R)-N-deacetylipecoside Carapichea ipecacuanha ipecoside aglycone + D-glucose - ?
Display the word mapDisplay the reaction diagram Show all sequences 3.2.1.B16more no activity with raucaffricine. IpeGlu1 does not accept the lactams, demethylisoalangiside and demethylalangiside, as substrate Carapichea ipecacuanha ? - ?
Display the word mapDisplay the reaction diagram Show all sequences 3.2.1.B16vincoside + H2O kcat/KM is 11.1% of the value for 1beta(R)-N-deacetylipecoside Carapichea ipecacuanha vincoside aglycone + D-glucose - ?
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