The Enzyme Database

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EC 1.1.3.50     
Accepted name: C-glycoside oxidase
Reaction: carminate + O2 = 3′-dehydrocarminate + H2O2
For diagram of carminate catabolism, click here
Glossary: carminate = 7-(β-D-glucopyranosyl)-3,5,6,8-tetrahydroxy-1-methyl-9,10-dioxo-9,10-dihydroanthracene-2-carboxylate
Other name(s): carA (gene name)
Systematic name: carminate:oxygen 3′-oxidoreductase (H2O2-forming)
Comments: A flavoprotein (FAD). This bacterial enzyme participates in degradation of certain C-glucosides by catalysing the oxidation of the hydroxyl group at position 3 of the glycose moiety. The enzyme was found active with assorted C-glycosides, such as carminate, mangiferin, and C6-glycosylated flavonoids, but not with D-glucose or C8-glycosylated flavonoids.
Links to other databases: BRENDA, EXPASY, KEGG, MetaCyc, PDB
References:
1.  Kumano, T., Hori, S., Watanabe, S., Terashita, Y., Yu, H.Y., Hashimoto, Y., Senda, T., Senda, M. and Kobayashi, M. FAD-dependent C-glycoside-metabolizing enzymes in microorganisms: Screening, characterization, and crystal structure analysis. Proc. Natl. Acad. Sci. USA 118(40) (2021) e2106580118. [DOI] [PMID: 34583991]
[EC 1.1.3.50 created 2022]
 
 
EC 4.1.99.28     
Accepted name: 3′-dehydrocarminate deglycosidase
Reaction: 3′-dehydrocarminate = 1,5-anhydro-D-erythro-hex-1-en-3-ulose + kermesate
For diagram of carminate catabolism, click here
Glossary: carminate = 7-(β-D-glucopyranosyl)-3,5,6,8-tetrahydroxy-1-methyl-9,10-dioxo-9,10-dihydroanthracene-2-carboxylate
kermesate = 3,5,6,8-tetrahydroxy-1-methyl-9,10-dioxo-9,10-dihydroanthracene-2-carboxylate
1,5-anhydro-D-erythro-hex-1-en-3-ulose = (2R,3R)-3,5-dihydroxy-2-(hydroxymethyl)-2,3-dihydropyran-4-one
Other name(s): carBC (gene names)
Systematic name: 3′-dehydrocarminate lyase (kermesate-forming)
Comments: Requires Mg2+. This enzyme, isolated from the bacterium Microbacterium 5-2b, participates in a carminate degradation pathway. Following the activity of EC 1.1.3.50, C-glycoside oxidase, it cleaves the C—C bond in 3′-dehydrocarminate. The sugar moiety is released lacking a hydroxyl at position 1, and containing a double bond between C-1 and C-2. The enzyme shows weak activity with other 3′-dehydro-C-glucosides.
Links to other databases: BRENDA, EXPASY, KEGG, MetaCyc
References:
1.  Mori, T., Kumano, T., He, H., Watanabe, S., Senda, M., Moriya, T., Adachi, N., Hori, S., Terashita, Y., Kawasaki, M., Hashimoto, Y., Awakawa, T., Senda, T., Abe, I. and Kobayashi, M. C-Glycoside metabolism in the gut and in nature: Identification, characterization, structural analyses and distribution of C-C bond-cleaving enzymes. Nat. Commun. 12:6294 (2021). [DOI] [PMID: 34728636]
[EC 4.1.99.28 created 2023]
 
 


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