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ENZYME

ENZYME entry: EC 3.2.1.220

PURL: https://purl.expasy.org/enzyme/EC/3.2.1.220
Accepted Name
ipecoside beta-D-glucosidase
Alternative Name(s)
6-O-methyl-deacetylisoipecoside beta-glucosidase
IpeGlu(1)
Reaction catalysed
  • ipecoside + H2O = ipecoside aglycone + D-glucose
  • deacetylipecoside + H2O = deacetylipecoside aglycone + D-glucose
  • 6-O-methyldeacetylipecoside + H2O = 6-O-methyldeacetylipecoside aglycone + D-glucose
Comment(s)
  • The enzyme, isolated from the roots of the plant Carapichea ipecacuanha, preferentially hydrolyzes glucosidic ipecoside alkaloids except for their lactams, but shows poor or no activity toward other substrates.
  • IpeGlu(1) 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.
  • IpeGlu(1) accepts both 1alpha(S)-N-deacetylisoipecoside and 1beta(R)- N-deacetylipecoside epimers as substrate, with preference for the 1beta(R)-epimer.
  • 6-O-methyl-N-deacetylisoipecoside is an intermediate in the biosynthesis of the medicinal alkaloid emetine.
Cross-references
BRENDA3.2.1.220
EC2PDB3.2.1.220
ExplorEnz3.2.1.220
KEGG Ligand Database for Enzyme Nomenclature3.2.1.220
IUBMB Enzyme Nomenclature3.2.1.220
MEDLINEFind literature relating to 3.2.1.220
MetaCyc3.2.1.220
Rhea expert-curated reactions3.2.1.220
UniProtKB/Swiss-Prot
B6ZKM3, GLU1_CARIP

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