{
    "accession": "MITE0000460",
    "status": "active",
    "comment": "Specialized purine nucleoside phosphorylase acting on 5\u2032-fluoro-5\u2032-deoxyadenosine; essential for generating fluorinated intermediates in organofluorine biosynthesis (FAc and 4-FT)",
    "changelog": [
        {
            "version": "1",
            "date": "2026-05-06",
            "contributors": [
                "0000-0001-7044-2419"
            ],
            "reviewers": [
                "0000-0002-4540-6501",
                "0000-0001-6534-6609"
            ],
            "comment": "New entry. Reviewer 1 adjusted nomenclature. Reviewer 2 fixed MIBiG cross-links."
        }
    ],
    "enzyme": {
        "name": "FlB",
        "description": "Purine nucleoside phosphorylase",
        "references": [
            "doi:10.1016/j.pep.2019.105508",
            "doi:10.1016/j.bioorg.2012.06.002",
            "doi:10.1016/j.bioorg.2007.04.001"
        ],
        "databaseIds": {
            "uniprot": "Q1EMV9",
            "genpept": "CAJ20005.1",
            "mibig": "BGC0000903"
        }
    },
    "reactions": [
        {
            "tailoring": [
                "Other"
            ],
            "description": "Phosphate-dependent purine nucleoside phosphorylase that catalyzes the reversible phosphorolysis of 5\u2032-fluoro-5\u2032-deoxyadenosine (5\u2032-FDA), yielding adenine and a fluorinated sugar phosphate. This reaction constitutes a key step in microbial organofluorine biosynthesis, channeling fluorinated intermediates toward fluoroacetate and 4-fluorothreonine production. Gene inactivation abolishes downstream fluorometabolite formation, supporting its essential role in pathway flux.",
            "reactionSMARTS": "[#8:1]/[#6@@:2]1-[#6@@:4](-[#6@:7](-[#8:8]-[#6@:9]-1\\[#7]1:[#6]:[#7]:[#6]2:[#6]:1:[#7]:[#6]:[#7]:[#6]:2-[#7])\\[#6:6]-[F:5])/[#8:3]>>[#8:1]-[#6:2]1-[#6:4](-[#6:7](-[#8:8]-[#6:9]-1-[#8]-[#15](=[#8])(-[#8])-[#8])-[#6:6]-[F:5])-[#8:3]",
            "reactions": [
                {
                    "substrate": "Nc1ncnc2c1ncn2[C@@H]1O[C@H](CF)[C@@H](O)[C@H]1O",
                    "products": [
                        "O=P(O)(O)OC1OC(CF)C(O)C1O"
                    ],
                    "isIntermediate": false,
                    "description": "Phosphate-dependent phosphorolysis of 5\u2032-fluoro-5\u2032-deoxyadenosine, cleaving the N-glycosidic bond to yield adenine and a fluorinated ribose-1-phosphate (5-fluoro-5-deoxyribose-1-phosphate)"
                }
            ],
            "evidence": {
                "evidenceCode": [
                    "Inference from genomic data and chemical structure",
                    "In vitro assay",
                    "Knock-out studies"
                ],
                "references": [
                    "doi:10.1016/j.pep.2019.105508",
                    "doi:10.1016/j.bioorg.2012.06.002",
                    "doi:10.1016/j.bioorg.2007.04.001"
                ]
            },
            "databaseIds": {
                "rhea": "19805",
                "ec": "2.4.2.1"
            }
        }
    ]
}