| http://purl.uniprot.org/citations/17373765 | http://www.w3.org/1999/02/22-rdf-syntax-ns#type | http://purl.uniprot.org/core/Journal_Citation |
| http://purl.uniprot.org/citations/17373765 | http://www.w3.org/1999/02/22-rdf-syntax-ns#type | http://purl.uniprot.org/core/Journal_Citation |
| http://purl.uniprot.org/citations/17373765 | http://www.w3.org/1999/02/22-rdf-syntax-ns#type | http://purl.uniprot.org/core/Citation |
| http://purl.uniprot.org/citations/17373765 | http://www.w3.org/2000/01/rdf-schema#comment | "Non-ribosomally synthesized lipopeptide antibiotics of the daptomycin type are known to contain unnatural beta-modified amino acids, which are essential for bioactivity. Here we present the biochemical and structural basis for the incorporation of 3-hydroxyasparagine at position 9 in the 11-residue acidic lipopeptide lactone calcium-dependent antibiotic (CDA). Direct hydroxylation of l-asparagine by AsnO, a non-heme Fe(2+)/alpha-ketoglutarate-dependent oxygenase encoded by the CDA biosynthesis gene cluster, was validated by Fmoc derivatization of the reaction product and LC/MS analysis. The 1.45, 1.92, and 1.66 A crystal structures of AsnO as apoprotein, Fe(2+) complex, and product complex, respectively, with (2S,3S)-3-hydroxyasparagine and succinate revealed the stereoselectivity and substrate specificity of AsnO. The comparison of native and product-complex structures of AsnO showed a lid-like region (residues F208-E223) that seals the active site upon substrate binding and shields it from sterically demanding peptide substrates. Accordingly, beta-hydroxylated asparagine is synthesized prior to its incorporation into the growing CDA peptide. The AsnO structure could serve as a template for engineering novel enzymes for the synthesis of beta-hydroxylated amino acids."xsd:string |
| http://purl.uniprot.org/citations/17373765 | http://purl.org/dc/terms/identifier | "doi:10.1021/cb700012y"xsd:string |
| http://purl.uniprot.org/citations/17373765 | http://purl.org/dc/terms/identifier | "doi:10.1021/cb700012y"xsd:string |
| http://purl.uniprot.org/citations/17373765 | http://purl.uniprot.org/core/author | "Essen L.-O."xsd:string |
| http://purl.uniprot.org/citations/17373765 | http://purl.uniprot.org/core/author | "Essen L.-O."xsd:string |
| http://purl.uniprot.org/citations/17373765 | http://purl.uniprot.org/core/author | "Marahiel M.A."xsd:string |
| http://purl.uniprot.org/citations/17373765 | http://purl.uniprot.org/core/author | "Marahiel M.A."xsd:string |
| http://purl.uniprot.org/citations/17373765 | http://purl.uniprot.org/core/author | "Strieker M."xsd:string |
| http://purl.uniprot.org/citations/17373765 | http://purl.uniprot.org/core/author | "Strieker M."xsd:string |
| http://purl.uniprot.org/citations/17373765 | http://purl.uniprot.org/core/author | "Kopp F."xsd:string |
| http://purl.uniprot.org/citations/17373765 | http://purl.uniprot.org/core/author | "Kopp F."xsd:string |
| http://purl.uniprot.org/citations/17373765 | http://purl.uniprot.org/core/author | "Mahlert C."xsd:string |
| http://purl.uniprot.org/citations/17373765 | http://purl.uniprot.org/core/author | "Mahlert C."xsd:string |
| http://purl.uniprot.org/citations/17373765 | http://purl.uniprot.org/core/date | "2007"xsd:gYear |
| http://purl.uniprot.org/citations/17373765 | http://purl.uniprot.org/core/date | "2007"xsd:gYear |
| http://purl.uniprot.org/citations/17373765 | http://purl.uniprot.org/core/name | "ACS Chem. Biol."xsd:string |
| http://purl.uniprot.org/citations/17373765 | http://purl.uniprot.org/core/name | "ACS Chem. Biol."xsd:string |
| http://purl.uniprot.org/citations/17373765 | http://purl.uniprot.org/core/pages | "187-196"xsd:string |
| http://purl.uniprot.org/citations/17373765 | http://purl.uniprot.org/core/pages | "187-196"xsd:string |
| http://purl.uniprot.org/citations/17373765 | http://purl.uniprot.org/core/title | "Mechanistic and structural basis of stereospecific Cbeta-hydroxylation in calcium-dependent antibiotic, a daptomycin-type lipopeptide."xsd:string |
| http://purl.uniprot.org/citations/17373765 | http://purl.uniprot.org/core/title | "Mechanistic and structural basis of stereospecific Cbeta-hydroxylation in calcium-dependent antibiotic, a daptomycin-type lipopeptide."xsd:string |
| http://purl.uniprot.org/citations/17373765 | http://purl.uniprot.org/core/volume | "2"xsd:string |