| http://purl.uniprot.org/citations/22483065 | http://www.w3.org/1999/02/22-rdf-syntax-ns#type | http://purl.uniprot.org/core/Journal_Citation |
| http://purl.uniprot.org/citations/22483065 | http://www.w3.org/1999/02/22-rdf-syntax-ns#type | http://purl.uniprot.org/core/Journal_Citation |
| http://purl.uniprot.org/citations/22483065 | http://www.w3.org/1999/02/22-rdf-syntax-ns#type | http://purl.uniprot.org/core/Citation |
| http://purl.uniprot.org/citations/22483065 | http://www.w3.org/2000/01/rdf-schema#comment | "BacA and BacB, the first two enzymes of the bacilysin pathway, convert prephenate to an exocylic regioisomer of dihydrohydroxyphenylpyruvate (ex-H(2)HPP) on the way to the epoxycyclohexanone warhead in the dipeptide antibiotic, bacilysin. BacA decarboxylates prephenate without aromatization, converting the 1,4-diene in prephenate to the endocyclic 1,3-diene in Δ(4),Δ(8)-dihydrohydroxyphenylpyruvate (en-H(2)HPP). BacB then performs an allylic isomerization to bring the diene into conjugation with the 2-ketone in the product Δ(3),Δ(5)-dihydrohydroxyphenylpyruvate (ex-H(2)HPP). To prove that BacA acts regiospecifically on one of the two prochiral olefins in prephenate, we generated 1,5,8-[(13)C]-chorismate from bacterial fermentation of 5-[(13)C]-glucose and in turn produced 2,4,6-[(13)C]-prephenate via chorismate mutase. Tandem action of BacA and BacB gave 2,4,8-[(13)C]-7R-ex-H(2)HPP, showing that BacA isomerizes only the pro-R double bond in prephenate. Nonenzymatic isomerization of the BacA product into conjugation gives only the Δ(3)E-geometric isomer of Δ(3),Δ(5)-ex-H(2)HPP. On the other hand, acceleration of the allylic isomerization by BacB gives a mixture of the E- and Z-geometric isomers of the 7R-product, indicating some rerouting of the flux, likely through dienolate geometric isomers."xsd:string |
| http://purl.uniprot.org/citations/22483065 | http://purl.org/dc/terms/identifier | "doi:10.1021/bi300254u"xsd:string |
| http://purl.uniprot.org/citations/22483065 | http://purl.org/dc/terms/identifier | "doi:10.1021/bi300254u"xsd:string |
| http://purl.uniprot.org/citations/22483065 | http://purl.uniprot.org/core/author | "Walsh C.T."xsd:string |
| http://purl.uniprot.org/citations/22483065 | http://purl.uniprot.org/core/author | "Walsh C.T."xsd:string |
| http://purl.uniprot.org/citations/22483065 | http://purl.uniprot.org/core/author | "Parker J.B."xsd:string |
| http://purl.uniprot.org/citations/22483065 | http://purl.uniprot.org/core/author | "Parker J.B."xsd:string |
| http://purl.uniprot.org/citations/22483065 | http://purl.uniprot.org/core/date | "2012"xsd:gYear |
| http://purl.uniprot.org/citations/22483065 | http://purl.uniprot.org/core/date | "2012"xsd:gYear |
| http://purl.uniprot.org/citations/22483065 | http://purl.uniprot.org/core/name | "Biochemistry"xsd:string |
| http://purl.uniprot.org/citations/22483065 | http://purl.uniprot.org/core/name | "Biochemistry"xsd:string |
| http://purl.uniprot.org/citations/22483065 | http://purl.uniprot.org/core/pages | "3241-3251"xsd:string |
| http://purl.uniprot.org/citations/22483065 | http://purl.uniprot.org/core/pages | "3241-3251"xsd:string |
| http://purl.uniprot.org/citations/22483065 | http://purl.uniprot.org/core/title | "Olefin isomerization regiochemistries during tandem action of BacA and BacB on prephenate in bacilysin biosynthesis."xsd:string |
| http://purl.uniprot.org/citations/22483065 | http://purl.uniprot.org/core/title | "Olefin isomerization regiochemistries during tandem action of BacA and BacB on prephenate in bacilysin biosynthesis."xsd:string |
| http://purl.uniprot.org/citations/22483065 | http://purl.uniprot.org/core/volume | "51"xsd:string |
| http://purl.uniprot.org/citations/22483065 | http://purl.uniprot.org/core/volume | "51"xsd:string |
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| http://purl.uniprot.org/citations/22483065 | http://www.w3.org/2004/02/skos/core#exactMatch | http://purl.uniprot.org/pubmed/22483065 |
| http://purl.uniprot.org/citations/22483065 | http://www.w3.org/2004/02/skos/core#exactMatch | http://purl.uniprot.org/pubmed/22483065 |
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| http://purl.uniprot.org/citations/22483065 | http://xmlns.com/foaf/0.1/primaryTopicOf | https://pubmed.ncbi.nlm.nih.gov/22483065 |