{
    "accession": "MITE0000429",
    "status": "active",
    "comment": "NascB catalyzes a radical cascade reaction to form intramolecular and intermolecular carbon-carbon bonds with both regio- and stereo-specificity",
    "changelog": [
        {
            "version": "1",
            "date": "2026-06-26",
            "contributors": [
                "0009-0008-8086-5325"
            ],
            "reviewers": [
                "0000-0002-9747-3423"
            ],
            "comment": "New entry."
        }
    ],
    "enzyme": {
        "name": "NascB",
        "description": "Cytochrome P450",
        "references": [
            "doi:10.1038/s41467-018-06528-z"
        ],
        "databaseIds": {
            "uniprot": "UPI000A3766A8",
            "genpept": "AWF71596.1",
            "mibig": "BGC0001948"
        },
        "cofactors": {
            "organic": [
                "Heme"
            ],
            "inorganic": [
                "Fe"
            ]
        }
    },
    "reactions": [
        {
            "tailoring": [
                "Oxidation",
                "Other"
            ],
            "description": "NascB catalyzes oxidative dimerization of two molecules of cyclo-(l-tryptophan-l-proline), resulting in simultaneous pyrroloindoline ring formation and C3\u2013C5\u2032 carbon\u2013carbon bond formation to produce naseseazine C.",
            "reactionSMARTS": "[#6:1]1-[#6:11]-[#7:10]2-[#6:3](-[#6:4](-[#7:6]-[#6:7](-[#6:12]-[#6:13]3:[#6:17]4:[#6:18]:[#6:19]:[#6:20]:[#6:21]:[#6:16]:4:[#7:15]:[#6:14]:3)-[#6:8]-2=[#8:9])=[#8:5])-[#6:2]-1.[#6:22]1:[#6:27]:[#6:26]:[#6:25]2:[#7:28]:[#6:29]:[#6:30](-[#6:31]-[#6:32]3-[#7:42]-[#6:40](=[#8:41])-[#6:39]4-[#7:35](-[#6:36]-[#6:37]-[#6:38]-4)-[#6:33]-3=[#8:34]):[#6:24]:2:[#6:23]:1>>[#6:37]1-[#6:36]-[#7:35]2-[#6:39](-[#6:40](-[#7:42]3-[#6:29]4-[#7:28]-[#6:25]5:[#6:24](-[#6:30]-4(-[#6:19]4:[#6:20]:[#6:21]:[#6:16]6:[#7:15]:[#6:14]:[#6:13](-[#6:12]-[#6:7]7-[#7:6]-[#6:4](=[#8:5])-[#6:3]8-[#7:10](-[#6:11]-[#6:1]-[#6:2]-8)-[#6:8]-7=[#8:9]):[#6:17]:6:[#6:18]:4)-[#6:31]-[#6:32]-3-[#6:33]-2=[#8:34]):[#6:23]:[#6:22]:[#6:27]:[#6:26]:5)=[#8:41])-[#6:38]-1",
            "reactions": [
                {
                    "substrate": "O=C1NC(Cc2c[nH]c3ccccc23)C(=O)N2CCCC12.O=C1NC(Cc2c[nH]c3ccccc23)C(=O)N2CCCC12",
                    "products": [
                        "O=C1NC(Cc2c[nH]c3ccc(C45CC6C(=O)N7CCCC7C(=O)N6C4Nc4ccccc45)cc23)C(=O)N2CCCC12"
                    ],
                    "isIntermediate": false,
                    "description": "NascB also converts the synthetic cyclo-(l-tryptophan-l-proline) into naseseazine C and has relaxed substrate specificity."
                }
            ],
            "evidence": {
                "evidenceCode": [
                    "Heterologous expression",
                    "In vitro assay"
                ],
                "references": [
                    "doi:10.1038/s41467-018-06528-z"
                ]
            }
        }
    ]
}