{
    "accession": "MITE0000311",
    "status": "active",
    "comment": "SfmD catalyzes the regioselective hydroxylation of 3-methyl-l-tyrosine (3-Me-l-Tyr) to produce 3-hydroxy-5-methyl-l-tyrosine (3-OH-5-Me-l-Tyr). However, it can also hydroxylate L-Tyr.",
    "changelog": [
        {
            "version": "1",
            "date": "2026-04-13",
            "contributors": [
                "0000-0002-6077-7490",
                "0000-0003-0455-2227"
            ],
            "reviewers": [
                "0000-0002-9747-3423",
                "0000-0001-6534-6609"
            ],
            "comment": "New entry. Reviewer 2 merged duplicate entry created by Contributor 2."
        }
    ],
    "enzyme": {
        "name": "SfmD",
        "description": "Heme-containing peroxygenase",
        "references": [
            "doi:10.1039/D0SC06369J"
        ],
        "databaseIds": {
            "uniprot": "B0CN28",
            "genpept": "ABI22134.1",
            "mibig": "BGC0000422"
        },
        "cofactors": {
            "organic": [
                "Ascorbic acid",
                "Heme"
            ],
            "inorganic": [
                "Fe"
            ]
        }
    },
    "reactions": [
        {
            "tailoring": [
                "Monooxygenation"
            ],
            "description": "hydroxylating 3-Me-l-Tyr to 3-OH-5-Me-l-Tyr",
            "reactionSMARTS": "[#6:1]1(-[#6:13]):[#6:2](-[#8:14]):[#6:3]:[#6:4]:[#6:5](-[#6:7]-[#6:8](-[#7:11])-[#6:9](=[#8:12])-[#8:10]):[#6:6]:1>>[#6:1]1(-[#6:13]):[#6:2](-[#8:14]):[#6:3](-[#8]):[#6:4]:[#6:5](-[#6:7]-[#6:8](-[#7:11])-[#6:9](=[#8:12])-[#8:10]):[#6:6]:1",
            "reactions": [
                {
                    "substrate": "Cc1cc(CC(N)C(=O)O)ccc1O",
                    "products": [
                        "Cc1cc(CC(N)C(=O)O)cc(O)c1O"
                    ],
                    "isIntermediate": true,
                    "description": "Heme-containing peroxygenase; SfmD catalyzes the regioselective hydroxylation of 3-methyl-l-tyrosine (3-Me-l-Tyr) to produce 3-hydroxy-5-methyl-l-tyrosine (3-OH-5-Me-l-Tyr) "
                }
            ],
            "evidence": {
                "evidenceCode": [
                    "Knock-out studies"
                ],
                "references": [
                    "doi:10.1039/D0SC06369J"
                ]
            }
        },
        {
            "tailoring": [
                "Monooxygenation"
            ],
            "description": "Hydroxylating L-Tyr to 3-OH-L-Tyr due to substrate promiscuity",
            "reactionSMARTS": "[#7:1]\\[#6@:2](-[#6:11](-[#8:13])=[#8:12])-[#6:3]-[#6:4]1:[#6:10]:[#6:9]:[#6:7](-[#8:8]):[#6:6]:[#6:5]:1>>[#7:1]\\[#6@:2](-[#6:11](-[#8:13])=[#8:12])-[#6:3]-[#6:4]1:[#6:10]:[#6:9]:[#6:7](-[#8:8]):[#6:6](-[#8]):[#6:5]:1",
            "reactions": [
                {
                    "substrate": "N[C@H](C(O)=O)Cc1ccc(O)cc1",
                    "products": [
                        "N[C@H](C(O)=O)Cc1ccc(O)c(O)c1"
                    ],
                    "isIntermediate": true,
                    "description": "Converts L-Tyr to 3-OH-L-Tyr in the saframycin A pathway."
                }
            ],
            "evidence": {
                "evidenceCode": [
                    "Heterologous expression",
                    "In vitro assay"
                ],
                "references": [
                    "doi:10.1074/jbc.M111.306316"
                ]
            }
        }
    ]
}