EC 1.14.14.48 - Jasmonoyl-L-amino acid 12-hydroxylase

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IntEnz Enzyme Nomenclature
EC 1.14.14.48

Names

Accepted name:
jasmonoyl-L-amino acid 12-hydroxylase
Other names:
CYP94B1
CYP94B3
Systematic name:
jasmonoyl-L-amino acid,[reduced NADPH—hemoprotein reductase]:oxygen oxidoreductase (12-hydroxylating)

Reaction

Cofactor

Comments:

A cytochrome P450 (heme thiolate) enzyme found in plants. The enzyme acts on jasmonoyl-L-amino conjugates, catalysing the hydroxylation of the C-12 position of the jasmonic acid chain. While the best studied substrate is (+)-7-epi-jasmonoyl-L-isoleucine, the enzyme was shown to be active with jasmonoyl-L-valine and jasmonoyl-L-phenylalanine, and is likely to be active with other jasmonoyl-amino acid conjugates.

Links to other databases

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

References

  1. Koo, A. J., Cooke, T. F., Howe, G. A.
    Cytochrome P450 CYP94B3 mediates catabolism and inactivation of the plant hormone jasmonoyl-L-isoleucine.
    Proc. Natl. Acad. Sci. U.S.A. 108: 9298-9303 (2011). [PMID: 21576464]
  2. Kitaoka, N., Matsubara, T., Sato, M., Takahashi, K., Wakuta, S., Kawaide, H., Matsui, H., Nabeta, K., Matsuura, H.
    Arabidopsis CYP94B3 encodes jasmonyl-L-isoleucine 12-hydroxylase, a key enzyme in the oxidative catabolism of jasmonate.
    Plant Cell Physiol. 52: 1757-1765 (2011). [PMID: 21849397]
  3. Heitz, T., Widemann, E., Lugan, R., Miesch, L., Ullmann, P., Desaubry, L., Holder, E., Grausem, B., Kandel, S., Miesch, M., Werck-Reichhart, D., Pinot, F.
    Cytochromes P450 CYP94C1 and CYP94B3 catalyze two successive oxidation steps of plant hormone Jasmonoyl-isoleucine for catabolic turnover.
    J. Biol. Chem. 287: 6296-6306 (2012). [PMID: 22215670]
  4. Kitaoka, N., Kawaide, H., Amano, N., Matsubara, T., Nabeta, K., Takahashi, K., Matsuura, H.
    CYP94B3 activity against jasmonic acid amino acid conjugates and the elucidation of 12-O-?-glucopyranosyl-jasmonoyl-L-isoleucine as an additional metabolite.
    Phytochemistry 99: 6-13 (2014). [PMID: 24467969]
  5. Koo, A. J., Thireault, C., Zemelis, S., Poudel, A. N., Zhang, T., Kitaoka, N., Brandizzi, F., Matsuura, H., Howe, G. A.
    Endoplasmic reticulum-associated inactivation of the hormone jasmonoyl-L-isoleucine by multiple members of the cytochrome P450 94 family in Arabidopsis.
    J. Biol. Chem. 289: 29728-29738 (2014). [PMID: 25210037]
  6. Widemann, E., Grausem, B., Renault, H., Pineau, E., Heinrich, C., Lugan, R., Ullmann, P., Miesch, L., Aubert, Y., Miesch, M., Heitz, T., Pinot, F.
    Sequential oxidation of Jasmonoyl-Phenylalanine and Jasmonoyl-Isoleucine by multiple cytochrome P450 of the CYP94 family through newly identified aldehyde intermediates.
    Phytochemistry 117: 388-399 (2015). [PMID: 26164240]

[EC 1.14.14.48 created 2017]