diff --git a/mite_data/data/MITE9999999.json b/mite_data/data/MITE9999999.json new file mode 100644 index 00000000..fd83fd5d --- /dev/null +++ b/mite_data/data/MITE9999999.json @@ -0,0 +1,377 @@ +{ + "accession": "MITE9999999", + "status": "active", + "comment": "PltM is involved pyoluteorin biosynthesis pathway. It is a bona fide phenol-halogenase with an extraordinary substrate and halide scope, which does not accept tryptophan. Dihalogenation of substrates is much more likely. Nonproduct: Fluorinated product. Auxiliary enzyme flavin reductase not in genecluster.", + "changelog": [ + { + "version": "1", + "date": "2026-08-04", + "contributors": [ + "0009-0000-8651-1669" + ], + "reviewers": [ + "0009-0008-6482-7206", + "0000-0001-6534-6609" + ], + "comment": "New entry. Reviewer 1 corrected spelling in description. Reviewer 2 fixed generalized reaction." + } + ], + "enzyme": { + "name": "PltM", + "description": "Flavin-dependent halogenase", + "references": [ + "doi:10.1038/s41467-019-09215-9" + ], + "databaseIds": { + "uniprot": "Q9X3Q8", + "genpept": "AAD24882.1", + "mibig": "BGC0000127" + }, + "cofactors": { + "organic": [ + "FAD", + "NAD", + "NADP" + ] + } + }, + "reactions": [ + { + "tailoring": [ + "Halogenation" + ], + "description": "Iodination of various 1,3-diphenols. Non-substrates: carboxylic acid derivatives", + "reactionSMARTS": "[#6:1]1:[#6:7](-[#8:8]):[#6:6]:[#6:4](-[#8:5]):[#6:3]:[#6:2]:1>>[#6:1]1:[#6:7](-[#8:8]):[#6:6](-I):[#6:4](-[#8:5]):[#6:3]:[#6:2]:1", + "reactions": [ + { + "substrate": "c1c(/C=C/c2cc(O)cc(O)c2)ccc(O)c1", + "products": [ + "c1c(/C=C/c2cc(O)c(I)c(O)c2)ccc(O)c1" + ], + "isIntermediate": true, + "description": "Iodinates reservatrol." + } + ], + "evidence": { + "evidenceCode": [ + "Heterologous expression", + "In vitro assay" + ], + "references": [ + "doi:10.1038/s41467-019-09215-9" + ] + } + }, + { + "tailoring": [ + "Halogenation" + ], + "description": "Single chlorination of phloroglucinol", + "reactionSMARTS": "[#6:1]1:[#6:6](-[#8:7]):[#6:5]:[#6:4](-[#8:8]):[#6:3]:[#6:2]:1-[#8:9]>>[#6:5]1(-[Cl]):[#6:6](-[#8:7]):[#6:1]:[#6:2](-[#8:9]):[#6:3]:[#6:4]:1-[#8:8]", + "reactions": [ + { + "substrate": "Oc1cc(O)cc(O)c1", + "products": [ + "Oc1cc(O)c(Cl)c(O)c1" + ], + "isIntermediate": true, + "description": "Chlorinates phloroglucinol to 2-chlorophloroglucinol" + } + ], + "evidence": { + "evidenceCode": [ + "Heterologous expression", + "In vitro assay" + ], + "references": [ + "doi:10.1038/s41467-019-09215-9" + ] + } + }, + { + "tailoring": [ + "Halogenation" + ], + "description": "Dichlorination of phloroglucinol", + "reactionSMARTS": "[#6:1]1:[#6:6](-[#8:7]):[#6:5]:[#6:4](-[#8:8]):[#6:3]:[#6:2]:1-[#8:9]>>[#6:5]1(-[Cl]):[#6:6](-[#8:7]):[#6:1]:[#6:2](-[#8:9]):[#6:3](-[Cl]):[#6:4]:1-[#8:8]", + "reactions": [ + { + "substrate": "Oc1cc(O)cc(O)c1", + "products": [ + "Oc1cc(O)c(Cl)c(O)c1Cl" + ], + "isIntermediate": true, + "description": "Chlorinates phloroglucinol to 2,4-dichlorophloroglucinol" + } + ], + "evidence": { + "evidenceCode": [ + "Heterologous expression" + ], + "references": [ + "doi:10.1038/s41467-019-09215-9" + ] + } + }, + { + "tailoring": [ + "Halogenation" + ], + "description": "Single bromination of phloroglucinol", + "reactionSMARTS": "[#6:1]1:[#6:6](-[#8:7]):[#6:5]:[#6:4](-[#8:8]):[#6:3]:[#6:2]:1-[#8:9]>>[#6:5]1(-Br):[#6:6](-[#8:7]):[#6:1]:[#6:2](-[#8:9]):[#6:3]:[#6:4]:1-[#8:8]", + "reactions": [ + { + "substrate": "Oc1cc(O)cc(O)c1", + "products": [ + "Oc1cc(O)c(Br)c(O)c1" + ], + "isIntermediate": true, + "description": "Brominates phloroglucinol to 2-bromophloroglucinol" + } + ], + "evidence": { + "evidenceCode": [ + "Heterologous expression", + "In vitro assay" + ], + "references": [ + "doi:10.1038/s41467-019-09215-9" + ] + } + }, + { + "tailoring": [ + "Halogenation" + ], + "description": "Single iodination of phloroglucinol", + "reactionSMARTS": "[#6:1]1:[#6:6](-[#8:7]):[#6:5]:[#6:4](-[#8:8]):[#6:3]:[#6:2]:1-[#8:9]>>[#6:5]1(-I):[#6:6](-[#8:7]):[#6:1]:[#6:2](-[#8:9]):[#6:3]:[#6:4]:1-[#8:8]", + "reactions": [ + { + "substrate": "Oc1cc(O)cc(O)c1", + "products": [ + "Oc1cc(O)c(I)c(O)c1" + ], + "isIntermediate": true, + "description": "Iodinates phloroglucinol to 2-iodophloroglucinol" + } + ], + "evidence": { + "evidenceCode": [ + "Heterologous expression", + "In vitro assay" + ], + "references": [ + "doi:10.1038/s41467-019-09215-9" + ] + } + }, + { + "tailoring": [ + "Halogenation" + ], + "description": "Diiodination of phloroglucinol", + "reactionSMARTS": "[#6:1]1:[#6:6](-[#8:7]):[#6:5]:[#6:4](-[#8:8]):[#6:3]:[#6:2]:1-[#8:9]>>[#6:5]1(-I):[#6:6](-[#8:7]):[#6:1]:[#6:2](-[#8:9]):[#6:3](-I):[#6:4]:1-[#8:8]", + "reactions": [ + { + "substrate": "Oc1cc(O)cc(O)c1", + "products": [ + "Oc1cc(O)c(I)c(O)c1I" + ], + "isIntermediate": true, + "description": "Iodinates phloroglucinol to 2,4-iodophloroglucinol" + } + ], + "evidence": { + "evidenceCode": [ + "Heterologous expression", + "In vitro assay" + ], + "references": [ + "doi:10.1038/s41467-019-09215-9" + ] + } + }, + { + "tailoring": [ + "Halogenation" + ], + "description": "Single Chlorination of resveratrol", + "reactionSMARTS": "[#6:1]1:[#6:6](-[#6:7]=[#6:8]-[#6:9]2:[#6:14]:[#6:13](-[#8:15]):[#6:12]:[#6:11](-[#8:16]):[#6:10]:2):[#6:5]:[#6:4]:[#6:3](-[#8:17]):[#6:2]:1>>[#6:1]1:[#6:6](-[#6:7]=[#6:8]-[#6:9]2:[#6:14]:[#6:13](-[#8:15]):[#6:12](-[Cl]):[#6:11](-[#8:16]):[#6:10]:2):[#6:5]:[#6:4]:[#6:3](-[#8:17]):[#6:2]:1", + "reactions": [ + { + "substrate": "Oc1ccc(/C=C/c2cc(O)cc(O)c2)cc1", + "products": [ + "Oc1ccc(/C=C/c2cc(O)c(Cl)c(O)c2)cc1" + ], + "isIntermediate": true, + "description": "Chlorinates resveratrol" + } + ], + "evidence": { + "evidenceCode": [ + "Heterologous expression", + "In vitro assay" + ], + "references": [ + "doi:10.1038/s41467-019-09215-9" + ] + } + }, + { + "tailoring": [ + "Halogenation" + ], + "description": "Dichlorination of resorcinol", + "reactionSMARTS": "[#6:1]1:[#6:5]:[#6:6]:[#6:4](-[#8:8]):[#6:2]:[#6:3]:1-[#8:7]>>[#6:6]1(-[Cl]):[#6:5]:[#6:1](-[Cl]):[#6:3](-[#8:7]):[#6:2]:[#6:4]:1-[#8:8]", + "reactions": [ + { + "substrate": "Oc1cccc(O)c1", + "products": [ + "Oc1cc(O)c(Cl)cc1Cl" + ], + "isIntermediate": true, + "description": "Chlorinates resorcinol to 4,6-dichlororesorcinol" + } + ], + "evidence": { + "evidenceCode": [ + "Heterologous expression", + "In vitro assay" + ], + "references": [ + "doi:10.1038/s41467-019-09215-9" + ] + } + }, + { + "tailoring": [ + "Halogenation" + ], + "description": "Dibromination of resorcinol", + "reactionSMARTS": "[#6:1]1:[#6:5]:[#6:6]:[#6:4](-[#8:8]):[#6:2]:[#6:3]:1-[#8:7]>>[#6:6]1(-Br):[#6:5]:[#6:1](-Br):[#6:3](-[#8:7]):[#6:2]:[#6:4]:1-[#8:8]", + "reactions": [ + { + "substrate": "Oc1cccc(O)c1", + "products": [ + "Oc1cc(O)c(Br)cc1Br" + ], + "isIntermediate": true, + "description": "Brominates resorcinol to 4,6-bromoresorcinol" + } + ], + "evidence": { + "evidenceCode": [ + "Heterologous expression", + "In vitro assay" + ], + "references": [ + "doi:10.1038/s41467-019-09215-9" + ] + } + }, + { + "tailoring": [ + "Halogenation" + ], + "description": "Dichlorination of 2-chlororesorcinol", + "reactionSMARTS": "[#6:1]1:[#6:5]:[#6:6]:[#6:4](-[#8:8]):[#6:2](-[Cl]):[#6:3]:1-[#8:7]>>[#6:6]1(-[Cl]):[#6:5]:[#6:1](-[Cl]):[#6:3](-[#8:7]):[#6:2](-[Cl]):[#6:4]:1-[#8:8]", + "reactions": [ + { + "substrate": "Oc1cccc(O)c1Cl", + "products": [ + "Oc1c(Cl)cc(Cl)c(O)c1Cl" + ], + "isIntermediate": true, + "description": "Chlorinates 2-chlororesorcinol to 2,4,6-dichlororesorcinol" + } + ], + "evidence": { + "evidenceCode": [ + "Heterologous expression", + "In vitro assay" + ], + "references": [ + "doi:10.1038/s41467-019-09215-9" + ] + } + }, + { + "tailoring": [ + "Halogenation" + ], + "description": "Dichlorination of 3,5-dihydroxybenzyl alcohol", + "reactionSMARTS": "[#6:1]1:[#6:5](-[#6]-[#8]):[#6:6]:[#6:4](-[#8:8]):[#6:2]:[#6:3]:1-[#8:7]>>[#6:1]1(-[Cl]):[#6:5](-[#6]-[#8]):[#6:6](-[Cl]):[#6:4](-[#8:8]):[#6:2]:[#6:3]:1-[#8:7]", + "reactions": [ + { + "substrate": "OCc1cc(O)cc(O)c1", + "products": [ + "OCc1c(Cl)c(O)cc(O)c1Cl" + ], + "isIntermediate": true, + "description": "Chlorinates 3,5-Dihydroxybenzyl alcohol to 2,6-dichloro-3,5-dihydroxybenzyl alcohol" + } + ], + "evidence": { + "evidenceCode": [ + "Heterologous expression", + "In vitro assay" + ], + "references": [ + "doi:10.1038/s41467-019-09215-9" + ] + } + }, + { + "tailoring": [ + "Halogenation" + ], + "description": "Dichlorination of phloroacetophenone", + "reactionSMARTS": "[#6:1]1:[#6:5](-[#8:9]):[#6:6]:[#6:4](-[#8:8]):[#6:2](-[#6:10](=[#8:12])-[#6:11]):[#6:3]:1-[#8:7]>>[#6:6]1(-[Cl]):[#6:5](-[#8:9]):[#6:1](-[Cl]):[#6:3](-[#8:7]):[#6:2](-[#6:10](=[#8:12])-[#6:11]):[#6:4]:1-[#8:8]", + "reactions": [ + { + "substrate": "CC(=O)c1c(O)cc(O)cc1O", + "products": [ + "CC(=O)c1c(O)c(Cl)c(O)c(Cl)c1O" + ], + "isIntermediate": true, + "description": "Dichlorination of phloroacetophenone to 3,5-chloro-phloroacetophenon" + } + ], + "evidence": { + "evidenceCode": [ + "Heterologous expression", + "In vitro assay" + ], + "references": [ + "doi:10.1038/s41467-019-09215-9" + ] + } + }, + { + "tailoring": [ + "Halogenation" + ], + "description": "Dichlorination of 3-aminophenol", + "reactionSMARTS": "[#6:1]1:[#6:5]:[#6:6]:[#6:4](-[#7:8]):[#6:2]:[#6:3]:1-[#8:7]>>[#6:1]1(-[Cl]):[#6:5]:[#6:6](-[Cl]):[#6:4](-[#7:8]):[#6:2]:[#6:3]:1-[#8:7]", + "reactions": [ + { + "substrate": "Nc1cccc(O)c1", + "products": [ + "Nc1cc(O)c(Cl)cc1Cl" + ], + "isIntermediate": true, + "description": "Chlorinates 3-aminophenol to 4,6-chloro-3-aminophenol" + } + ], + "evidence": { + "evidenceCode": [ + "Heterologous expression", + "In vitro assay" + ], + "references": [ + "doi:10.1038/s41467-019-09215-9" + ] + } + } + ] +}