EC 1.14.11.61 - Feruloyl-CoA 6-hydroxylase

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IntEnz Enzyme Nomenclature
EC 1.14.11.61

Names

Accepted name:
feruloyl-CoA 6-hydroxylase
Systematic name:
feruloyl-CoA,2-oxoglutarate:oxygen oxidoreductase (6-hydroxylating)

Reaction

Comments:

Requires iron(II) and ascorbate. The product spontaneously undergoes trans-cis isomerization and lactonization to form scopoletin, liberating CoA in the process. The enzymes from the plants Ruta graveolens and Ipomoea batatas also act on trans-4-coumaroyl-CoA. cf. EC 1.14.11.62, trans-4-coumaroyl-CoA 2'-hydroxylase.

Links to other databases

Enzymes and pathways: NC-IUBMB , BRENDA , ExplorEnz , ENZYME@ExPASy , KEGG , MetaCyc , UniPathway
Structural data: CSA , EC2PDB

References

  1. Kai, K., Mizutani, M., Kawamura, N., Yamamoto, R., Tamai, M., Yamaguchi, H., Sakata, K., Shimizu, B.
    Scopoletin is biosynthesized via ortho-hydroxylation of feruloyl CoA by a 2-oxoglutarate-dependent dioxygenase in Arabidopsis thaliana.
    Plant J. 55: 989-999 (2008). [PMID: 18547395]
  2. Bayoumi, S. A., Rowan, M. G., Blagbrough, I. S., Beeching, J. R.
    Biosynthesis of scopoletin and scopolin in cassava roots during post-harvest physiological deterioration: the E-Z-isomerisation stage.
    Phytochemistry 69: 2928-2936 (2008). [PMID: 19004461]
  3. Vialart, G., Hehn, A., Olry, A., Ito, K., Krieger, C., Larbat, R., Paris, C., Shimizu, B., Sugimoto, Y., Mizutani, M., Bourgaud, F.
    A 2-oxoglutarate-dependent dioxygenase from Ruta graveolens L. exhibits p-coumaroyl CoA 2'-hydroxylase activity (C2'H): a missing step in the synthesis of umbelliferone in plants.
    Plant J. 70: 460-470 (2012). [PMID: 22168819]
  4. Matsumoto, S., Mizutani, M., Sakata, K., Shimizu, B.
    Molecular cloning and functional analysis of the ortho-hydroxylases of p-coumaroyl coenzyme A/feruloyl coenzyme A involved in formation of umbelliferone and scopoletin in sweet potato, Ipomoea batatas (L.) Lam.
    Phytochemistry 74: 49-57 (2012). [PMID: 22169019]

[EC 1.14.11.61 created 2019]