{
    "accession": "MITE0000248",
    "status": "active",
    "comment": "Catalyzes the exchange of the alpha-aminoadipyl side chain of IPN with a phenylacetyl moiety, to yield penicillin G.",
    "changelog": [
        {
            "version": "1",
            "date": "2026-01-01",
            "contributors": [
                "AAAAAAAAAAAAAAAAAAAAAAAA"
            ],
            "reviewers": [
                "0000-0003-4819-2251"
            ],
            "comment": "New entry. Added original ref, minor corrections to reaction descriptions. Replaced Uniref database ref with Uniprot ID."
        }
    ],
    "enzyme": {
        "name": "PenDE",
        "description": "Acyl-CoA:isopenicillin N N-acyltransferase",
        "references": [
            "doi:10.1038/ncomms15202",
            "doi:10.1128/jb.172.10.5908-5914.1990"
        ],
        "databaseIds": {
            "uniprot": "B6HLT9",
            "genpept": "ABA70584.1",
            "mibig": "BGC0000404"
        },
        "cofactors": {
            "organic": [
                "Coenzyme A"
            ]
        }
    },
    "reactions": [
        {
            "tailoring": [
                "Acylation"
            ],
            "description": "Transacylation of side chain of isopenicillin N in the biosynthetic pathway of penicillin G.",
            "reactionSMARTS": "[#6:3]-[#6:2]1(-[#16:10]-[#6:9]2-[#7:5](-[#6:6](/[#6@:8]-2-[#7:11]-[#6](-[#6]-[#6]-[#6]-[#6@@](-[#6](=[#8])-[#8])/[#7])=[#8])=[#8:7])-[#6@:4]\\1-[#6:22](=[#8:24])-[#8:23])-[#6:1]>>[#6:3]-[#6:2]1(-[#16:10]-[#6:9]2-[#7:5](-[#6:6](/[#6@:8]-2-[#7:11]-[#6](=[#8])-[#6]-[#6]2:[#6]:[#6]:[#6]:[#6]:[#6]:2)=[#8:7])-[#6@:4]\\1-[#6:22](=[#8:24])-[#8:23])-[#6:1]",
            "reactions": [
                {
                    "substrate": "CC1(C)SC2[C@H](NC(=O)CCC[C@H](N)C(=O)O)C(=O)N2[C@H]1C(=O)O",
                    "products": [
                        "CC1(C)SC2[C@H](NC(=O)Cc3ccccc3)C(=O)N2[C@H]1C(=O)O"
                    ],
                    "isIntermediate": false,
                    "description": "Transacylation of isopenicillin N to penicillin G (benzylpenicillin) by replacement of alpha-aminoadipyl side chain with phenylacetly moiety. "
                }
            ],
            "evidence": {
                "evidenceCode": [
                    "Heterologous expression",
                    "In vitro assay"
                ],
                "references": [
                    "doi:10.1038/ncomms15202",
                    "doi:10.1128/jb.172.10.5908-5914.1990"
                ]
            },
            "databaseIds": {
                "rhea": "20720",
                "ec": "2.3.1.164"
            }
        }
    ]
}