{
    "accession": "MITE0000263",
    "status": "active",
    "comment": "Cyclizes the precursor peptide WgkA, forming two C\u2013C bonds between Trp18 and Lys20. This is the first tailoring step in tryglysin A biosynthesis.",
    "changelog": [
        {
            "version": "1",
            "date": "2026-03-11",
            "contributors": [
                "0009-0008-4783-1553"
            ],
            "reviewers": [
                "0000-0001-5863-7248"
            ],
            "comment": "New entry."
        }
    ],
    "enzyme": {
        "name": "WgkB",
        "description": "Radical SAM enzyme",
        "references": [
            "doi:10.1021/jacs.8b10266",
            "doi:10.1128/mBio.02688-20"
        ],
        "auxiliaryEnzymes": [
            {
                "name": "WgkC",
                "description": "RiPP Recognition Element",
                "databaseIds": {
                    "uniprot": "UPI00036A57F6"
                }
            }
        ],
        "databaseIds": {
            "uniprot": "UPI00035C7F30"
        },
        "cofactors": {
            "organic": [
                "SAM"
            ],
            "inorganic": [
                "FeS"
            ]
        }
    },
    "reactions": [
        {
            "tailoring": [
                "Cyclization"
            ],
            "description": "Forms two C\u2013C bonds in the precursor peptide WgkA: Trp18-C5 to Lys20-C\u03b1 and Trp18-C6 to Lys20-C\u03b4. The stereochemistry at Lys C\u03b1 and C\u03b4 in the product is not known.",
            "reactionSMARTS": "[#6:1]-[#16:2]-[#6:3]-[#6:4]-[#6@@:5](-[#6:7](-[#7:9]\\[#6@:10](-[#6:13](-[#7:15]1-[#6@:19](\\[#6:20](-[#7:22]/[#6@:23](-[#6:29](-[#7:31]\\[#6@:32](-[#6:38](-[#7:40]/[#6@:41](-[#6:47](-[#7:49]\\[#6@:50](-[#6:58](-[#7:60]\\[#6@:61](-[#6:66](-[#7:68]-[#6@:69](-[#6:71](-[#7:73]2-[#6@:77](/[#6:78](-[#7:80]/[#6@:81](-[#6:87](-[#7:89]\\[#6@@:90](-[#6@:168](-[#8:170])/[#6:169])-[#6:91](-[#7:93]/[#6@@:94](-[#6@:165](-[#8:167])\\[#6:166])-[#6:95](-[#7:97]\\[#6@:98](-[#6:104](-[#7:106]/[#6@@:107](-[#6:162](-[#6:164])-[#6:163])-[#6:108](-[#7:110]/[#6@:111](-[#6:116](-[#7:118]\\[#6@:119](-[#6:122](-[#7:124]\\[#6@:125](-[#6:136](-[#7:138]-[#6:139]-[#6:140](-[#7:142]/[#6@:143](-[#6:149](-[#7:151]/[#6@:152](-[#6:159](-[#8:161])=[#8:160])-[#6:153]-[#6:154]3:[#7:158]:[#6:157]:[#7:156]:[#6:155]:3)=[#8:150])-[#6:144]-[#6:145]-[#6:146]-[#6:147]-[#7:148])=[#8:141])=[#8:137])-[#6:126]-[#6:127]3:[#6:135]4:[#6:130](:[#6:131]:[#6:132]:[#6:133]:[#6:134]:4):[#7:129]:[#6:128]:3)=[#8:123])-[#6:120]-[#8:121])=[#8:117])-[#6:112]-[#6:113](=[#8:115])-[#7:114])=[#8:109])=[#8:105])-[#6:99]-[#6:100]-[#6:101]-[#6:102]-[#7:103])=[#8:96])=[#8:92])=[#8:88])-[#6:82]-[#6:83]-[#6:84]-[#6:85]-[#7:86])=[#8:79])-[#6:76]-[#6:75]-[#6:74]-2)=[#8:72])/[#6:70])=[#8:67])-[#6:62]-[#6:63](=[#8:65])-[#7:64])=[#8:59])-[#6:51]-[#6:52]2:[#6:57]:[#6:56]:[#6:55]:[#6:54]:[#6:53]:2)=[#8:48])-[#6:42]-[#6:43]-[#6:44](-[#8:46])=[#8:45])=[#8:39])-[#6:33]-[#6:34]-[#6:35]-[#6:36]-[#7:37])=[#8:30])-[#6:24]-[#6:25]-[#6:26]-[#6:27]-[#7:28])=[#8:21])-[#6:18]-[#6:17]-[#6:16]-1)=[#8:14])-[#6:11]-[#8:12])=[#8:8])\\[#7:6]>>[#6:1]-[#16:2]-[#6:3]-[#6:4]-[#6@@:5](-[#6:7](-[#7:9]\\[#6@:10](-[#6:13](-[#7:15]1-[#6@:19](\\[#6:20](-[#7:22]/[#6@:23](-[#6:29](-[#7:31]\\[#6@:32](-[#6:38](-[#7:40]/[#6@:41](-[#6:47](-[#7:49]\\[#6@:50](-[#6:58](-[#7:60]\\[#6@:61](-[#6:66](-[#7:68]-[#6@:69](-[#6:71](-[#7:73]2-[#6@:77](/[#6:78](-[#7:80]/[#6@:81](-[#6:87](-[#7:89]\\[#6@@:90](-[#6@:168](-[#8:170])/[#6:169])-[#6:91](-[#7:93]/[#6@@:94](-[#6@:165](-[#8:167])\\[#6:166])-[#6:95](-[#7:97]\\[#6@:98](-[#6:104](-[#7:106]/[#6@@:107](-[#6:162](-[#6:163])-[#6:164])-[#6:108](-[#7:110]/[#6@:111](-[#6:116](-[#7:118]\\[#6@:119](-[#6:122](-[#7:124]\\[#6@@:125]3-[#6:136](-[#7:138]-[#6:139]-[#6:140](-[#7:142]-[#6]4(-[#6:133]5:[#6:134]:[#6:135]6:[#6:130](:[#6:131]:[#6:132]:5-[#6](-[#6:147]-[#7:148])-[#6:145]-[#6:144]-4):[#7:129]:[#6:128]:[#6:127]:6-[#6:126]-3)-[#6:149](-[#7:151]/[#6@:152](-[#6:159](-[#8:161])=[#8:160])-[#6:153]-[#6:154]3:[#7:158]:[#6:157]:[#7:156]:[#6:155]:3)=[#8:150])=[#8:141])=[#8:137])=[#8:123])-[#6:120]-[#8:121])=[#8:117])-[#6:112]-[#6:113](=[#8:115])-[#7:114])=[#8:109])=[#8:105])-[#6:99]-[#6:100]-[#6:101]-[#6:102]-[#7:103])=[#8:96])=[#8:92])=[#8:88])-[#6:82]-[#6:83]-[#6:84]-[#6:85]-[#7:86])=[#8:79])-[#6:76]-[#6:75]-[#6:74]-2)=[#8:72])/[#6:70])=[#8:67])-[#6:62]-[#6:63](=[#8:65])-[#7:64])=[#8:59])-[#6:51]-[#6:52]2:[#6:57]:[#6:56]:[#6:55]:[#6:54]:[#6:53]:2)=[#8:48])-[#6:42]-[#6:43]-[#6:44](-[#8:46])=[#8:45])=[#8:39])-[#6:33]-[#6:34]-[#6:35]-[#6:36]-[#7:37])=[#8:30])-[#6:24]-[#6:25]-[#6:26]-[#6:27]-[#7:28])=[#8:21])-[#6:18]-[#6:17]-[#6:16]-1)=[#8:14])-[#6:11]-[#8:12])=[#8:8])\\[#7:6]",
            "reactions": [
                {
                    "substrate": "CSCC[C@H](N)C(=O)N[C@@H](CO)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCCN)C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](CCCCN)C(=O)N[C@H](C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CO)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N[C@@H](Cc1c[nH]cn1)C(=O)O)C(C)C)[C@@H](C)O)[C@@H](C)O",
                    "products": [
                        "CSCC[C@H](N)C(=O)N[C@@H](CO)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCCN)C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](CCCCN)C(=O)N[C@H](C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CO)C(=O)N[C@H]1Cc2c[nH]c3cc4c(cc23)C(C(=O)N[C@@H](Cc2c[nH]cn2)C(=O)O)(CCC4CN)NC(=O)CNC1=O)C(C)C)[C@@H](C)O)[C@@H](C)O"
                    ],
                    "isIntermediate": false
                }
            ],
            "evidence": {
                "evidenceCode": [
                    "Heterologous expression",
                    "In vitro assay"
                ],
                "references": [
                    "doi:10.1021/jacs.8b10266",
                    "doi:10.1128/mBio.02688-20"
                ]
            }
        }
    ]
}