{
    "accession": "MITE0000033",
    "status": "active",
    "changelog": [
        {
            "version": "1",
            "date": "2024-07-30",
            "contributors": [
                "0009-0008-7609-4484"
            ],
            "reviewers": [
                "0000-0001-6534-6609",
                "0000-0002-9747-3423"
            ],
            "comment": "Initial entry. Reviewer 1 fixed reaction SMARTS but had to remove the balanced substrate/product SMILES due to issues with phosphorous chemistry in RDKit. Reviewer 2 switched text of enzyme description and enzyme reaction description"
        }
    ],
    "enzyme": {
        "name": "GtfB",
        "description": "Glycosyltransferase",
        "references": [
            "doi:10.1099/mic.0.26507-0",
            "doi:10.1016/s1074-5521(04)00002-x",
            "doi:10.1021/ja0735857"
        ],
        "databaseIds": {
            "uniprot": "Q6ZZI3",
            "genpept": "CAE53364.1",
            "mibig": "BGC0000440"
        }
    },
    "reactions": [
        {
            "tailoring": [
                "Glycosylation"
            ],
            "description": "Adds N-acetylglucosamine or N-acylglucosamine to Hpg4 of the teicoplanin aglycone. Substrate specificity is probably more general than depicted in the reaction SMARTS, but there is no precise information on substrate specificity. In order to avoid making the reaction too general, the complete backbone is included in the pattern.",
            "reactionSMARTS": "[#6:1]1:[#6:2]:[#6:77]2:[#6:78]:[#6:80](:[#6:81]:1-[#8:82]-[#6:83]1:[#6:84](-[#8:85]):[#6:34]3-[#8:35]-[#6:36]4:[#6:38](:[#6:39]:[#6:40](-[#6:41]-[#6@@:42]5\\[#6:44](-[#7:45]-[#6@:46](\\[#6:47](-[#7:48]-[#6@@:49](\\[#6:50](-[#7:51]-[#6@@:52]6/[#6:57]7:[#6:58]:[#6:59](-[#6:66]8:[#6:67](-[#6@:71](-[#7:72]-[#6:74](/[#6@:75](-[#6@@:76]-2/[#8:3])-[#7:4]-[#6:6]-6=[#8:5])=[#8:73])/[#6:70](=[#8:69])-[#8:68]):[#6:62]:[#6:63](:[#6:64]:[#6:65]:8-[#8:60])-[#8:61]):[#6:54](:[#6:55]:[#6:56]:7)-[#8:53])=[#8:7])-[#6:32](:[#6:33]:3):[#6:31]:1)=[#8:8])-[#6:13]1:[#6:14]:[#6:15](-[#8:16]-[#6:21]2:[#6:22]:[#6:23](-[#6@:25](-[#6:27](-[#7:28]-5)=[#8:26])/[#7:24]):[#6:18]:[#6:19]:[#6:20]:2-[#8:17]):[#6:10]:[#6:11](:[#6:12]:1)-[#8:9])=[#8:43]):[#6:29]:[#6:30]:4)-[Cl:37])-[Cl:79]>>[#6:1]1:[#6:2]:[#6:77]2:[#6:78]:[#6:80](:[#6:81]:1-[#8:82]-[#6:83]1:[#6:84](-[#8:85]-[#6]/[#6@@]3-[#6@](-[#6@](/[#8])-[#6@](-[#6@@](-[#8]-3)/[#8])\\[#7]-[#6](-[#6]-[#6]-[#6])=[#8])\\[#8]):[#6:34]3-[#8:35]-[#6:36]4:[#6:38](:[#6:39]:[#6:40](-[#6:41]-[#6@@:42]5\\[#6:44](-[#7:45]-[#6@:46](\\[#6:47](-[#7:48]-[#6@@:49](\\[#6:50](-[#7:51]-[#6@@:52]6/[#6:57]7:[#6:58]:[#6:59](-[#6:66]8:[#6:67](-[#6@:71](-[#7:72]-[#6:74](/[#6@:75](-[#6@@:76]-2/[#8:3])-[#7:4]-[#6:6]-6=[#8:5])=[#8:73])/[#6:70](=[#8:69])-[#8:68]):[#6:62]:[#6:63](:[#6:64]:[#6:65]:8-[#8:60])-[#8:61]):[#6:54](:[#6:55]:[#6:56]:7)-[#8:53])=[#8:7])-[#6:32](:[#6:33]:3):[#6:31]:1)=[#8:8])-[#6:13]1:[#6:14]:[#6:15](-[#8:16]-[#6:21]2:[#6:22]:[#6:23](-[#6@:25](-[#6:27](-[#7:28]-5)=[#8:26])/[#7:24]):[#6:18]:[#6:19]:[#6:20]:2-[#8:17]):[#6:10]:[#6:11](:[#6:12]:1)-[#8:9])=[#8:43]):[#6:29]:[#6:30]:4)-[Cl:37])-[Cl:79]",
            "reactions": [
                {
                    "substrate": "N[C@H]1C(=O)N[C@@H]2Cc3ccc(c(Cl)c3)Oc3cc4cc(c3O)Oc3ccc(cc3Cl)[C@@H](O)[C@@H]3NC(=O)[C@H](NC(=O)[C@@H]4NC(=O)[C@@H](NC2=O)c2cc(O)cc(c2)Oc2cc1ccc2O)c1ccc(O)c(c1)-c1c(O)cc(O)cc1[C@@H](C(=O)O)NC3=O",
                    "products": [
                        "CCCC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](COc2c3cc4cc2Oc2ccc(cc2Cl)[C@@H](O)[C@@H]2NC(=O)[C@H](NC(=O)[C@@H]4NC(=O)[C@H]4NC(=O)[C@@H](Cc5ccc(c(Cl)c5)O3)NC(=O)[C@H](N)c3ccc(O)c(c3)Oc3cc(O)cc4c3)c3ccc(O)c(c3)-c3c(O)cc(O)cc3[C@@H](C(=O)O)NC2=O)O[C@H]1O"
                    ],
                    "isIntermediate": true,
                    "description": "UDP-N-butyryl-glucosamine as substrate."
                }
            ],
            "evidence": {
                "evidenceCode": [
                    "In vitro assay"
                ],
                "references": [
                    "doi:10.1099/mic.0.26507-0",
                    "doi:10.1016/s1074-5521(04)00002-x"
                ]
            }
        },
        {
            "tailoring": [
                "Glycosylation"
            ],
            "description": "Adds N-acetylglucosamine or N-acylglucosamine to Hpg4 of the teicoplanin aglycone. Substrate specificity is probably more general than depicted in the reaction SMARTS, but there is no precise information on substrate specificity. In order to avoid making the reaction too general, the complete backbone is included in the pattern.",
            "reactionSMARTS": "[#6:1]1:[#6:2]:[#6:77]2:[#6:78]:[#6:80](:[#6:81]:1-[#8:82]-[#6:83]1:[#6:84](-[#8:85]):[#6:34]3-[#8:35]-[#6:36]4:[#6:38](:[#6:39]:[#6:40](-[#6:41]-[#6@@:42]5\\[#6:44](-[#7:45]-[#6@:46](\\[#6:47](-[#7:48]-[#6@@:49](\\[#6:50](-[#7:51]-[#6@@:52]6/[#6:57]7:[#6:58]:[#6:59](-[#6:66]8:[#6:67](-[#6@:71](-[#7:72]-[#6:74](/[#6@:75](-[#6@@:76]-2/[#8:3])-[#7:4]-[#6:6]-6=[#8:5])=[#8:73])/[#6:70](=[#8:69])-[#8:68]):[#6:62]:[#6:63](:[#6:64]:[#6:65]:8-[#8:60])-[#8:61]):[#6:54](:[#6:55]:[#6:56]:7)-[#8:53])=[#8:7])-[#6:32](:[#6:33]:3):[#6:31]:1)=[#8:8])-[#6:13]1:[#6:14]:[#6:15](-[#8:16]-[#6:21]2:[#6:22]:[#6:23](-[#6@:25](-[#6:27](-[#7:28]-5)=[#8:26])/[#7:24]):[#6:18]:[#6:19]:[#6:20]:2-[#8:17]):[#6:10]:[#6:11](:[#6:12]:1)-[#8:9])=[#8:43]):[#6:29]:[#6:30]:4)-[Cl:37])-[Cl:79]>>[#6:1]1:[#6:2]:[#6:77]2:[#6:78]:[#6:80](:[#6:81]:1-[#8:82]-[#6:83]1:[#6:84](-[#8:85]\\[#6@@]3-[#6@](-[#6@](\\[#8])-[#8]-[#6@@](-[#6@]-3/[#8])\\[#6]-[#8])/[#7]-[#6](-[#6])=[#8]):[#6:34]3-[#8:35]-[#6:36]4:[#6:38](:[#6:39]:[#6:40](-[#6:41]-[#6@@:42]5\\[#6:44](-[#7:45]-[#6@:46](\\[#6:47](-[#7:48]-[#6@@:49](\\[#6:50](-[#7:51]-[#6@@:52]6/[#6:57]7:[#6:58]:[#6:59](-[#6:66]8:[#6:67](-[#6@:71](-[#7:72]-[#6:74](/[#6@:75](-[#6@@:76]-2/[#8:3])-[#7:4]-[#6:6]-6=[#8:5])=[#8:73])/[#6:70](=[#8:69])-[#8:68]):[#6:62]:[#6:63](:[#6:64]:[#6:65]:8-[#8:60])-[#8:61]):[#6:54](:[#6:55]:[#6:56]:7)-[#8:53])=[#8:7])-[#6:32](:[#6:33]:3):[#6:31]:1)=[#8:8])-[#6:13]1:[#6:14]:[#6:15](-[#8:16]-[#6:21]2:[#6:22]:[#6:23](-[#6@:25](-[#6:27](-[#7:28]-5)=[#8:26])/[#7:24]):[#6:18]:[#6:19]:[#6:20]:2-[#8:17]):[#6:10]:[#6:11](:[#6:12]:1)-[#8:9])=[#8:43]):[#6:29]:[#6:30]:4)-[Cl:37])-[Cl:79]",
            "reactions": [
                {
                    "substrate": "N[C@H]1C(=O)N[C@@H]2Cc3ccc(c(Cl)c3)Oc3cc4cc(c3O)Oc3ccc(cc3Cl)[C@@H](O)[C@@H]3NC(=O)[C@H](NC(=O)[C@@H]4NC(=O)[C@@H](NC2=O)c2cc(O)cc(c2)Oc2cc1ccc2O)c1ccc(O)c(c1)-c1c(O)cc(O)cc1[C@@H](C(=O)O)NC3=O",
                    "products": [
                        "CC(=O)N[C@@H]1[C@@H](Oc2c3cc4cc2Oc2ccc(cc2Cl)[C@@H](O)[C@@H]2NC(=O)[C@H](NC(=O)[C@@H]4NC(=O)[C@H]4NC(=O)[C@@H](Cc5ccc(c(Cl)c5)O3)NC(=O)[C@H](N)c3ccc(O)c(c3)Oc3cc(O)cc4c3)c3ccc(O)c(c3)-c3c(O)cc(O)cc3[C@@H](C(=O)O)NC2=O)[C@H](O)[C@@H](CO)O[C@H]1O"
                    ],
                    "isIntermediate": true,
                    "description": "UDP-N-acetylglucosamine as substrate."
                }
            ],
            "evidence": {
                "evidenceCode": [
                    "In vitro assay"
                ],
                "references": [
                    "doi:10.1099/mic.0.26507-0",
                    "doi:10.1016/s1074-5521(04)00002-x"
                ]
            }
        },
        {
            "tailoring": [
                "Glycosylation"
            ],
            "description": "Adds N-acetylglucosamine or N-acylglucosamine to Hpg4 of the teicoplanin aglycone. Substrate specificity is probably more general than depicted in the reaction SMARTS, but there is no precise information on substrate specificity. In order to avoid making the reaction too general, the complete backbone is included in the pattern.",
            "reactionSMARTS": "[#6:1]1:[#6:2]:[#6:77]2:[#6:78]:[#6:80](:[#6:81]:1-[#8:82]-[#6:83]1:[#6:84](-[#8:85]):[#6:34]3-[#8:35]-[#6:36]4:[#6:38](:[#6:39]:[#6:40](-[#6:41]-[#6@@:42]5\\[#6:44](-[#7:45]-[#6@:46](\\[#6:47](-[#7:48]-[#6@@:49](\\[#6:50](-[#7:51]-[#6@@:52]6/[#6:57]7:[#6:58]:[#6:59](-[#6:66]8:[#6:67](-[#6@:71](-[#7:72]-[#6:74](/[#6@:75](-[#6@@:76]-2/[#8:3])-[#7:4]-[#6:6]-6=[#8:5])=[#8:73])/[#6:70](=[#8:69])-[#8:68]):[#6:62]:[#6:63](:[#6:64]:[#6:65]:8-[#8:60])-[#8:61]):[#6:54](:[#6:55]:[#6:56]:7)-[#8:53])=[#8:7])-[#6:32](:[#6:33]:3):[#6:31]:1)=[#8:8])-[#6:13]1:[#6:14]:[#6:15](-[#8:16]-[#6:21]2:[#6:22]:[#6:23](-[#6@:25](-[#6:27](-[#7:28]-5)=[#8:26])/[#7:24]):[#6:18]:[#6:19]:[#6:20]:2-[#8:17]):[#6:10]:[#6:11](:[#6:12]:1)-[#8:9])=[#8:43]):[#6:29]:[#6:30]:4)-[Cl:37])-[Cl:79]>>[#6:1]1:[#6:2]:[#6:77]2:[#6:78]:[#6:80](:[#6:81]:1-[#8:82]-[#6:83]1:[#6:84](-[#8:85]\\[#6@@]3-[#6@](-[#6@](\\[#8])-[#8]-[#6@@](-[#6@]-3/[#8])\\[#6]-[#8])/[#7]):[#6:34]3-[#8:35]-[#6:36]4:[#6:38](:[#6:39]:[#6:40](-[#6:41]-[#6@@:42]5\\[#6:44](-[#7:45]-[#6@:46](\\[#6:47](-[#7:48]-[#6@@:49](\\[#6:50](-[#7:51]-[#6@@:52]6/[#6:57]7:[#6:58]:[#6:59](-[#6:66]8:[#6:67](-[#6@:71](-[#7:72]-[#6:74](/[#6@:75](-[#6@@:76]-2/[#8:3])-[#7:4]-[#6:6]-6=[#8:5])=[#8:73])/[#6:70](=[#8:69])-[#8:68]):[#6:62]:[#6:63](:[#6:64]:[#6:65]:8-[#8:60])-[#8:61]):[#6:54](:[#6:55]:[#6:56]:7)-[#8:53])=[#8:7])-[#6:32](:[#6:33]:3):[#6:31]:1)=[#8:8])-[#6:13]1:[#6:14]:[#6:15](-[#8:16]-[#6:21]2:[#6:22]:[#6:23](-[#6@:25](-[#6:27](-[#7:28]-5)=[#8:26])/[#7:24]):[#6:18]:[#6:19]:[#6:20]:2-[#8:17]):[#6:10]:[#6:11](:[#6:12]:1)-[#8:9])=[#8:43]):[#6:29]:[#6:30]:4)-[Cl:37])-[Cl:79]",
            "reactions": [
                {
                    "substrate": "N[C@H]1C(=O)N[C@@H]2Cc3ccc(c(Cl)c3)Oc3cc4cc(c3O)Oc3ccc(cc3Cl)[C@@H](O)[C@@H]3NC(=O)[C@H](NC(=O)[C@@H]4NC(=O)[C@@H](NC2=O)c2cc(O)cc(c2)Oc2cc1ccc2O)c1ccc(O)c(c1)-c1c(O)cc(O)cc1[C@@H](C(=O)O)NC3=O",
                    "products": [
                        "N[C@@H]1[C@@H](Oc2c3cc4cc2Oc2ccc(cc2Cl)[C@@H](O)[C@@H]2NC(=O)[C@H](NC(=O)[C@@H]4NC(=O)[C@H]4NC(=O)[C@@H](Cc5ccc(c(Cl)c5)O3)NC(=O)[C@H](N)c3ccc(O)c(c3)Oc3cc(O)cc4c3)c3ccc(O)c(c3)-c3c(O)cc(O)cc3[C@@H](C(=O)O)NC2=O)[C@H](O)[C@@H](CO)O[C@H]1O"
                    ],
                    "isIntermediate": true,
                    "description": "The substrate UDP-glucosamine might not be available as substrate in the cell naturally."
                }
            ],
            "evidence": {
                "evidenceCode": [
                    "In vitro assay"
                ],
                "references": [
                    "doi:10.1099/mic.0.26507-0",
                    "doi:10.1016/s1074-5521(04)00002-x"
                ]
            }
        }
    ]
}