{
    "accession": "MITE0000415",
    "status": "active",
    "comment": "Halogenation of aminoacyl-S-carrier (\u03b2-tyrosyl-S-SgcC2) in the lidamycin (antibiotic C-1027) pathway.  Non Substrate: 3-hydroxy-\u03b2-tyrosyl-S-SgcC2 (L-DOPA). Non substituent: Iodine and fluorine. Stereochemistry could not be depicted due to incompatibility with validation engine.",
    "changelog": [
        {
            "version": "1",
            "date": "2026-07-01",
            "contributors": [
                "0009-0000-8651-1669"
            ],
            "reviewers": [
                "0000-0001-6534-6609"
            ],
            "comment": "New entry."
        }
    ],
    "enzyme": {
        "name": "SgcC3",
        "description": "Flavin-dependent halogenase",
        "references": [
            "doi:10.1021/ja072311g"
        ],
        "auxiliaryEnzymes": [
            {
                "name": "SgcE6",
                "description": "Flavin reductase",
                "databaseIds": {
                    "uniprot": "UPI0036DA773B",
                    "genpept": "ALU98460.1"
                }
            }
        ],
        "databaseIds": {
            "uniprot": "UPI00049230B8",
            "genpept": "ALU98528.1",
            "mibig": "BGC0001397"
        }
    },
    "reactions": [
        {
            "tailoring": [
                "Halogenation"
            ],
            "description": "Chlorination of \u03b2-tyrosyl-S-SgcC2. Stereochemistry is determined by SgcC1, therefore SgcC3 functions independently of stereochemistry. ",
            "reactionSMARTS": "[#7:1]-[#6:2](-[#6:11](-[#16:13]-[*])=[#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](-[#16:13]-[*])=[#8:12])-[#6:3]-[#6:4]1:[#6:10]:[#6:9]:[#6:7](-[#8:8]):[#6:6](-[Cl]):[#6:5]:1",
            "reactions": [
                {
                    "substrate": "*SC(=O)C(N)Cc1ccc(O)cc1",
                    "products": [
                        "*SC(=O)C(N)Cc1ccc(O)c(Cl)c1"
                    ],
                    "isIntermediate": true,
                    "description": "Chlorination in position 3 of carrier-bound L-tyrosine."
                }
            ],
            "evidence": {
                "evidenceCode": [
                    "Heterologous expression",
                    "In vitro assay"
                ],
                "references": [
                    "doi:10.1021/ja072311g"
                ]
            }
        },
        {
            "tailoring": [
                "Halogenation"
            ],
            "description": "In vitro bromination of \u03b2-tyrosyl-S-SgcC2. Stereochemistry is determined by SgcC1, therefore SgcC3 functions independently of stereochemistry. ",
            "reactionSMARTS": "[#7:1]-[#6:2](-[#6:11](-[#16:13]-[*])=[#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](-[#16:13]-[*])=[#8:12])-[#6:3]-[#6:4]1:[#6:10]:[#6:9]:[#6:7](-[#8:8]):[#6:6](-Br):[#6:5]:1",
            "reactions": [
                {
                    "substrate": "*SC(=O)C(N)Cc1ccc(O)cc1",
                    "products": [
                        "*SC(=O)C(N)Cc1ccc(O)c(Br)c1"
                    ],
                    "isIntermediate": true,
                    "description": "Bromination in position 3"
                }
            ],
            "evidence": {
                "evidenceCode": [
                    "Heterologous expression",
                    "In vitro assay"
                ],
                "references": [
                    "doi:10.1021/ja072311g"
                ]
            }
        }
    ]
}