{
    "accession": "MITE0000402",
    "status": "active",
    "comment": "C4-halogenation of a carrierbound-S-L-Threonin (L-Thr-S-SyrB1) in the syringomycin E pathway.",
    "changelog": [
        {
            "version": "1",
            "date": "2026-06-22",
            "contributors": [
                "0009-0000-8651-1669"
            ],
            "reviewers": [
                "0000-0001-6534-6609"
            ],
            "comment": "New entry. Reviewer 1 replaced chiral structure with flat ones due to incompatibility with validation engine."
        }
    ],
    "enzyme": {
        "name": "SyrB2",
        "description": "Nonheme halogenase",
        "references": [
            "doi:10.1073/pnas.0504412102",
            "doi:10.1002/cbic.200500480"
        ],
        "databaseIds": {
            "uniprot": "Q9RBY6",
            "genpept": "AAD50521.1"
        },
        "cofactors": {
            "organic": [
                "a-Ketoglutaric acid"
            ],
            "inorganic": [
                "Fe"
            ]
        }
    },
    "reactions": [
        {
            "tailoring": [
                "Halogenation"
            ],
            "description": "Single chlorination of L-Thr-S-SyrB1 complex using oxygen",
            "reactionSMARTS": "[*]-[#16:2]-[#6:3](-[#6:5](-[#6:7](-[#8:9])-[#6:8])-[#7:6])=[#8:4]>>[*]-[#16:2]-[#6:3](-[#6:5](-[#6:7](-[#6:8]-[Cl])-[#8:9])-[#7:6])=[#8:4]",
            "reactions": [
                {
                    "substrate": "*SC(=O)C(N)C(C)O",
                    "products": [
                        "*SC(=O)C(N)C(O)CCl"
                    ],
                    "isIntermediate": true,
                    "description": "C4-monochlorination of L-threonin"
                }
            ],
            "evidence": {
                "evidenceCode": [
                    "Chemical probe",
                    "Heterologous expression",
                    "In vitro assay"
                ],
                "references": [
                    "doi:10.1002/cbic.200500480"
                ]
            }
        },
        {
            "tailoring": [
                "Halogenation"
            ],
            "description": "Single bromination of L-Thr-S-SyrB1 complex using oxygen. It is possible with bromide surplus but chlorination is always more likely.",
            "reactionSMARTS": "[*]-[#16:2]-[#6:3](-[#6:5](-[#6:7](-[#8:9])-[#6:8])-[#7:6])=[#8:4]>>[*]-[#16:2]-[#6:3](-[#6:5](-[#6:7](-[#6:8]-Br)-[#8:9])-[#7:6])=[#8:4]",
            "reactions": [
                {
                    "substrate": "*SC(=O)[C](N)[C](C)O",
                    "products": [
                        "*SC(=O)C(N)C(O)CBr"
                    ],
                    "isIntermediate": true,
                    "description": "C4-monobromination of L-threonin"
                }
            ],
            "evidence": {
                "evidenceCode": [
                    "Chemical probe",
                    "Heterologous expression",
                    "In vitro assay"
                ],
                "references": [
                    "doi:10.1002/cbic.200500480"
                ]
            }
        },
        {
            "tailoring": [
                "Halogenation"
            ],
            "description": "Double chlorination of L-Thr-S-SyrB1 complex using oxygen. Dichlorination is only possible in vitro",
            "reactionSMARTS": "[*]-[#16:2]-[#6:3](-[#6:5](-[#6:7](-[#8:9])-[#6:8])-[#7:6])=[#8:4]>>[*]-[#16:2]-[#6:3](-[#6:5](-[#6:7](-[#6:8](-[Cl])-[Cl])-[#8:9])-[#7:6])=[#8:4]",
            "reactions": [
                {
                    "substrate": "*SC(=O)[C](N)[C](C)O",
                    "products": [
                        "*SC(=O)C(N)C(O)C(Cl)Cl"
                    ],
                    "isIntermediate": true,
                    "description": "C4-dichlorination of L-threonin"
                }
            ],
            "evidence": {
                "evidenceCode": [
                    "Chemical probe",
                    "Heterologous expression",
                    "In vitro assay"
                ],
                "references": [
                    "doi:10.1002/cbic.200500480"
                ]
            }
        }
    ]
}