| http://purl.uniprot.org/citations/1588566 | http://www.w3.org/1999/02/22-rdf-syntax-ns#type | http://purl.uniprot.org/core/Journal_Citation |
| http://purl.uniprot.org/citations/1588566 | http://www.w3.org/1999/02/22-rdf-syntax-ns#type | http://purl.uniprot.org/core/Journal_Citation |
| http://purl.uniprot.org/citations/1588566 | http://www.w3.org/1999/02/22-rdf-syntax-ns#type | http://purl.uniprot.org/core/Citation |
| http://purl.uniprot.org/citations/1588566 | http://www.w3.org/2000/01/rdf-schema#comment | "Highly purified isopenicillin N synthase (IPNS) from two sources (naturally occurring in Penicillium chrysogenum and that expressed in Escherichia coli via a cloned gene derived from Cephalosporium acremonium) have been isolated and utilized in vitro to test synthetic modifications of the natural substrate, (L-alpha-amino-delta-adipyl)-L-cysteinyl-D-valine (ACV). A very sensitive procedure utilizing the ability of beta-lactams to induce the synthesis of beta-lactamase was employed to determine whether an ACV analogue could serve as a substrate for IPNS. A wide variety of amino and carboxyl terminal tripeptide substitutions were examined and found to elicit positive beta-lactamase induction profiles. However, none of these modifications were found to function as efficiently as a substrate as ACV. One of the beta-lactam products which was formed from the reaction of IPNS and the tripeptide analogue was independently synthesized and evaluated for antibacterial activity. Modification of the L-cysteine residue in the second position of ACV resulted in tripeptides that were unable to serve as substrates. Conversion of the D-valine residue in the third position of ACV to an aromatic amino acid or to a highly electronegative residue such as trifluorovaline resulted in elimination of substrate activity and creation of an inhibitor of the enzyme."xsd:string |
| http://purl.uniprot.org/citations/1588566 | http://purl.uniprot.org/core/name | "J. Med. Chem."xsd:string |
| http://purl.uniprot.org/citations/1588566 | http://purl.uniprot.org/core/name | "J. Med. Chem."xsd:string |
| http://purl.uniprot.org/citations/1588566 | http://purl.org/dc/terms/identifier | "doi:10.1021/jm00088a028"xsd:string |
| http://purl.uniprot.org/citations/1588566 | http://purl.org/dc/terms/identifier | "doi:10.1021/jm00088a028"xsd:string |
| http://purl.uniprot.org/citations/1588566 | http://www.w3.org/2004/02/skos/core#exactMatch | http://purl.uniprot.org/pubmed/1588566 |
| http://purl.uniprot.org/citations/1588566 | http://www.w3.org/2004/02/skos/core#exactMatch | http://purl.uniprot.org/pubmed/1588566 |
| http://purl.uniprot.org/citations/1588566 | http://www.w3.org/2004/02/skos/core#exactMatch | http://purl.uniprot.org/pubmed/1588566 |
| http://purl.uniprot.org/citations/1588566 | http://purl.uniprot.org/core/author | "Turner J.R."xsd:string |
| http://purl.uniprot.org/citations/1588566 | http://purl.uniprot.org/core/author | "Turner J.R."xsd:string |
| http://purl.uniprot.org/citations/1588566 | http://purl.uniprot.org/core/author | "Miller F.D."xsd:string |
| http://purl.uniprot.org/citations/1588566 | http://purl.uniprot.org/core/author | "Miller F.D."xsd:string |
| http://purl.uniprot.org/citations/1588566 | http://purl.uniprot.org/core/author | "Chapman J.L."xsd:string |
| http://purl.uniprot.org/citations/1588566 | http://purl.uniprot.org/core/author | "Chapman J.L."xsd:string |
| http://purl.uniprot.org/citations/1588566 | http://purl.uniprot.org/core/author | "Gesellchen P.D."xsd:string |
| http://purl.uniprot.org/citations/1588566 | http://purl.uniprot.org/core/author | "Gesellchen P.D."xsd:string |
| http://purl.uniprot.org/citations/1588566 | http://purl.uniprot.org/core/author | "Huffman G.W."xsd:string |
| http://purl.uniprot.org/citations/1588566 | http://purl.uniprot.org/core/author | "Huffman G.W."xsd:string |
| http://purl.uniprot.org/citations/1588566 | http://purl.uniprot.org/core/author | "Osborne H.E."xsd:string |
| http://purl.uniprot.org/citations/1588566 | http://purl.uniprot.org/core/author | "Osborne H.E."xsd:string |
| http://purl.uniprot.org/citations/1588566 | http://purl.uniprot.org/core/author | "Queener S.W."xsd:string |
| http://purl.uniprot.org/citations/1588566 | http://purl.uniprot.org/core/author | "Queener S.W."xsd:string |