ExplorEnz: EC 4.1.99.28

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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:

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]